US 12,145,903 B2
Method for producing 2,4-dialkylbenzaldehyde
Toru Shishimi, Okayama (JP); Tatsuya Utamura, Okayama (JP); Yutaka Matsuura, Niigata (JP); and Shinichi Nagao, Kanagawa (JP)
Assigned to MITSUBISHI GAS CHEMICAL COMPANY, INC., Chiyoda-ku (JP)
Appl. No. 17/769,151
Filed by MITSUBISHI GAS CHEMICAL COMPANY, INC., Chiyoda-ku (JP)
PCT Filed Oct. 16, 2020, PCT No. PCT/JP2020/039007
§ 371(c)(1), (2) Date Apr. 14, 2022,
PCT Pub. No. WO2021/075518, PCT Pub. Date Apr. 22, 2021.
Claims priority of application No. 2019-190254 (JP), filed on Oct. 17, 2019.
Prior Publication US 2024/0132434 A1, Apr. 25, 2024
Int. Cl. C07C 45/49 (2006.01)
CPC C07C 45/49 (2013.01) 21 Claims
 
1. A method for producing 2,4-dialkylbenzaldehyde, comprising:
allowing carbon monoxide to react on a starting material comprising m-dialkylbenzene represented by the following formula (1) in the presence of both hydrogen fluoride and boron trifluoride for formylation at least at a position (a),
wherein the starting material is a dialkylbenzene comprising more than 90 mol % of m-dialkylbenzene represented by the formula (1), and
wherein the number of moles of boron trifluoride relative to 1 mole of m-dialkylbenzene represented by the formula (1) is from 0.7 mol to 3.0 mol:

OG Complex Work Unit Chemistry
wherein R1 represents an alkyl group having from 1 to 3 carbon atoms, and R2 represents a chain or cyclic alkyl group having from 3 to 5 carbon atoms, with a secondary or tertiary carbon at a benzylic position, provided that the number of carbons of R2 is greater than the number of carbons of R1.