Prosecution Insights
Last updated: July 17, 2026
Application No. 18/683,046

CATALYTICAL PROCESS OF MAKING 4-HEXEN-3-ONE

Non-Final OA §103
Filed
Feb 12, 2024
Priority
Aug 16, 2021 — CN 202110940283.8 +1 more
Examiner
WITHERSPOON, SIKARL A
Art Unit
Tech Center
Assignee
International Flavors & Fragrances Inc.
OA Round
1 (Non-Final)
86%
Grant Probability
Favorable
1-2
OA Rounds
0m
Est. Remaining
66%
With Interview

Examiner Intelligence

Grants 86% — above average
86%
Career Allowance Rate
1422 granted / 1650 resolved
+26.2% vs TC avg
Minimal -20% lift
Without
With
+-20.3%
Interview Lift
resolved cases with interview
Fast prosecutor
1y 8m
Avg Prosecution
29 currently pending
Career history
1673
Total Applications
across all art units

Statute-Specific Performance

§101
2.2%
-37.8% vs TC avg
§103
61.7%
+21.7% vs TC avg
§102
8.1%
-31.9% vs TC avg
§112
4.9%
-35.1% vs TC avg
Black line = Tech Center average estimate • Based on career data from 1650 resolved cases

Office Action

§103
DETAILED ACTION Notice of Pre-AIA or AIA Status The present application, filed on or after March 16, 2013, is being examined under the first inventor to file provisions of the AIA . Claim Rejections - 35 USC § 103 In the event the determination of the status of the application as subject to AIA 35 U.S.C. 102 and 103 (or as subject to pre-AIA 35 U.S.C. 102 and 103) is incorrect, any correction of the statutory basis (i.e., changing from AIA to pre-AIA ) for the rejection will not be considered a new ground of rejection if the prior art relied upon, and the rationale supporting the rejection, would be the same under either status. The following is a quotation of 35 U.S.C. 103 which forms the basis for all obviousness rejections set forth in this Office action: A patent for a claimed invention may not be obtained, notwithstanding that the claimed invention is not identically disclosed as set forth in section 102, if the differences between the claimed invention and the prior art are such that the claimed invention as a whole would have been obvious before the effective filing date of the claimed invention to a person having ordinary skill in the art to which the claimed invention pertains. Patentability shall not be negated by the manner in which the invention was made. Claim(s) 1-15 is/are rejected under 35 U.S.C. 103 as being unpatentable over Yoshida et al. (US 4,169,109) in view of Irie et al. (Bull. Chem. Soc. Jpn., 1980). The claims are drawn to a process for making a product mixture comprising 4-hexen-3-one and 3-methyl-3-penten-2-one by reacting 2-butanone (methyl ether ketone) with acetaldehyde in the presence of a zinc complex catalyst. Yoshida et al. teach a process wherein 4-hexen-3-one and 3-methyl-3-penten-2-one are produced by reacting acetaldehyde with methyl ethyl ketone in the presence of a zinc catalyst, i.e., zinc oxide or zinc acetate. The reaction with zinc acetate is conducted at a temperature of 130 to 180°C (col. 4, lines 56-60; col. 19, lines 30-44). The difference between Yoshida et al. and the present invention is that Yoshida et al. use a zinc acetate as catalyst and not a zinc complex as recited in the instant claims. However, Irie et al. teach aldol condensation reactions using various metal (II) complexes as catalyst. Specifically, Irie et al. teach that the zinc complex Zn (II) acetate-2,2’-bipyridine most effective for producing alpha, beta-unsaturated ketones (p. 1367). In view of the combined reference teachings, it would have been obvious to a person having ordinary skill in the art to substitute the zinc acetate catalyst used in the condensation reaction between acetaldehyde and methyl ethyl ketone, taught by Yoshida et al., with the zinc acetate-2,2’-bipyridine complex taught by Irie et al., since Irie et al. teach the effectiveness of such a catalyst complex in processes for making alpha, beta-unsaturated ketones by aldol condensation reactions. Such a person would have also found it obvious to separate the reaction products from the zinc complex catalyst and reusing the latter in the aldol condensation step. Any inquiry concerning this communication or earlier communications from the examiner should be directed to SIKARL A WITHERSPOON whose telephone number is (571)272-0649. The examiner can normally be reached M-F 9am-9pm IFP. Examiner interviews are available via telephone, in-person, and video conferencing using a USPTO supplied web-based collaboration tool. To schedule an interview, applicant is encouraged to use the USPTO Automated Interview Request (AIR) at http://www.uspto.gov/interviewpractice. If attempts to reach the examiner by telephone are unsuccessful, the examiner’s supervisor, Scarlett Goon can be reached at 571-270-5241. The fax phone number for the organization where this application or proceeding is assigned is 571-273-8300. Information regarding the status of published or unpublished applications may be obtained from Patent Center. Unpublished application information in Patent Center is available to registered users. To file and manage patent submissions in Patent Center, visit: https://patentcenter.uspto.gov. Visit https://www.uspto.gov/patents/apply/patent-center for more information about Patent Center and https://www.uspto.gov/patents/docx for information about filing in DOCX format. For additional questions, contact the Electronic Business Center (EBC) at 866-217-9197 (toll-free). If you would like assistance from a USPTO Customer Service Representative, call 800-786-9199 (IN USA OR CANADA) or 571-272-1000. /SIKARL A WITHERSPOON/Primary Examiner, Art Unit 1692
Read full office action

Prosecution Timeline

Feb 12, 2024
Application Filed
Jun 25, 2026
Non-Final Rejection mailed — §103 (current)

Precedent Cases

Applications granted by this same examiner with similar technology

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METHOD AND COMPOSITION FOR TREATING ARGINASE 1 DEFICIENCY
3y 0m to grant Granted Jul 07, 2026
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2y 9m to grant Granted Jun 30, 2026
Patent 12662443
HIGH PURITY 4-HYDROXYSTYRENE SOLUTION, METHOD OF PRODUCING THE SAME, AND METHOD OF PRODUCING 4-HYDROXYSTYRENE POLYMER
3y 6m to grant Granted Jun 23, 2026
Patent 12655094
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Patent 12655085
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Study what changed to get past this examiner. Based on 5 most recent grants.

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Prosecution Projections

1-2
Expected OA Rounds
86%
Grant Probability
66%
With Interview (-20.3%)
1y 8m (~0m remaining)
Median Time to Grant
Low
PTA Risk
Based on 1650 resolved cases by this examiner. Grant probability derived from career allowance rate.

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