KR830007494A - Method for preparing [1,1'-biphenyl] -3-ylmethylpyrroidoid ester - Google Patents

Abstract

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Description

[1,1′-biphenyl] -3-ylmethylpyrrolidone ester

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Claims (2)

Suitable [1,1′-biphenyl] -3-methanol of formula (III) is substituted with carbonyl halide of formula RCOX, acid of formula RCOOH, ester of formula ROCOOR1, anhydride of formula RCOOR11 or formula RCN A method for producing [1,1′-biphenyl] -3-ylmethylpyrethroid ester of general formula (I), characterized by reacting with nitrile. Wherein R is Group I consisting of (3- (2,2-dichloroethenyl) -2,2-dimethylcyclopropyl and 3- (2,2-dibromoethenyl) -2,2-dimethylcyclopropyl Or 2,2,3,3-tetramethylcyclopropyl, 2,2-dichloro-3,3-dimethylcyclopropyl, 3-cyclopentylidene-methyl-2,2-dimethylcyclopropyl, 3- ( Group II consisting of 2-methyl-1-propenyl) -dichloro-ethyl) -2,2-dimethylcyclopropyl: 3-([(2-chloro-2-phenyl) ethenyl] -2,2-dimethylcyclo Propyl, 1- (4-chlorophenyl) -2-methylpropyl, 2,2-dichloro-l- (4-ethoxyphenyl) -cyclopropyl and 2- (2-chloro-4-trifluoromethylphenylamino) Group III consisting of -3-methylpropyl: or 3- (2-chloro-3,3,3-trifluoro-1-propenyl) -2,2-dimethylcyclopropyl and 3- (3-chloro-2 , 3,3-triple Oro-1-propenyl) Ⅲ group consisting of 2,2-dimethyl-cyclopropyl; Organic residue selected from (1) When b is 0 and a is 1 to 4, R is selected from group I, and when a is 1, A is 2-, 4- or 6-halo, 5-fluoro, 2-lower Alkyl or 2-trifluoromethyl, when a is 2, A is fluoro or 2- and 4-substituents independently selected from fluoro, chloro, broro and lower alkyl (only one bromo or fluoro R 2 and 6-substituents independently selected from chloro and methyl, when a is 3 or 4, same as when A is a = 2 and contains one or two additional fluoro groups, or R Is selected from group II, and when a is 1, A is fluoro, 2-chloro, 2-bromo, 2-methyl, or 2-ethyl and when a is 2, A is fluoro or fluoro, 2- and 4- substituents independently selected from chloro and methyl, and when a is 3 or 4, A is fluoro Is the same as is 1 or 2 and contains one or two additional fluoro groups, or R is selected from group II, a is 2 to 4 and A is fluoro, or R is selected from group IV And a is 3 or 4, A is fluoro, or (2) when a is 0 and b is 2, R is selected from group I and B is 2 ′ and 4 ′ substituents independently selected from fluoro, chloro and bromo, with only one claw Or bromo, (3) when a is 1 to 4 and b is 1 to 4, R is selected from group I and A is selected from fluoro or chloro, bromo and lower alkyl and contains from 0 to 3 fluorogroups; -A substituent, B is fluoro or a 2'- substituent selected from chloro and methyl and contains 0 to 3 fluoro groups. X is halogen, R ¹ is C ₁ -C ₆ alkyl group, R ¹¹ is C ₁ -C ₆ alkylcarbonyl C ₁ -C ₆ alkyl or arylsulfonyl. [1,1′-biphenyl] -1 of formula (I), characterized by reacting [1,1′-biphenyl] -3-ylmethyl compound of formula (II) with a salt of formula RCOOM. Process for the preparation of 3-ylmethylpyrrolidone ester. In the formula R is an organic residue selected from group I to IV as in claim 1, Y is a leaving group that can be easily substituted with a carboxylate anion, (1) When b is 0 and a is 1 to 4, when a is 1, A is 2- or 6-halo, 4-chloro, 4-fluoro, 5-fluoro, 2-lower alkyl or 2- Trifluoromethyl, when a is 2, A is fluoro or fluoro, chlorobromo and lower alkyl and independently selected 2- and 4-substituents (only one being alkyl, not bromo or methyl) Or 2- and 6-substituents independently selected from fluoro, chloro and methyl, when a is 3 or 4, same as when A is fluoro or a = 1 or a = 2 and 1 or 2 Additional fluoro groups, or (2) when a is 0 and b is 1 to 5, when b is 1, B is halo 2 'or 3' -lower alkyl, 2 'or 3' trifluoromethyl or 2 'or 3' -lower alkoxy when b is 2, B is fluoro or 2 ′ and 4′-substituted independently selected from fluoro, chloro and bromo, and when B is 3, 4 or 5, is fluoro (3) when a is 1 to 4 and b is 1 to 4, A is fluoro or a di-substituent selected from chloro, bromo and lower alkyl and contains 0 to 3 fluoro groups, and B is fluoro or It is a 2'-substituent selected from chloro and methyl and contains 0 to 3 fluoro groups. M is an alkali or alkaline earth metal such as Li, K, Na, Ca or Mg, a transition metal such as Ag or ammonium or alkylsubstituted ammonium. ※ Note: The disclosure is based on the initial application.