Hydrochloric Acid → Ethyl 4-cyano-3-(4-chloro-3-trifluoromethylphenyl)-2-phenylbutanoate

HRID 2231834Notes

Reaction equation

HRID 2231834 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([CH:6]=[CH:7][C:8]#[N:9])=[CH:4][C:3]=1[C:12]([F:15])([F:14])[F:13].[OH2:16].Cl.[CH2:18]1[CH2:22][O:21][CH2:20][CH2:19]1>>[C:8]([CH2:7][CH:6]([C:5]1[CH:10]=[CH:11][C:2]([Cl:1])=[C:3]([C:12]([F:13])([F:14])[F:15])[CH:4]=1)[CH:19]([C:2]1[CH:11]=[CH:10][CH:5]=[CH:4][CH:3]=1)[C:20]([O:21][CH2:22][CH3:18])=[O:16])#[N:9]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 8028TetrahydrofuranHCID 541762263-[4-Chloro-3-(trifluoromethyl)phenyl]prop-2-enenitrile

Product 1

HCID 14913228Ethyl 4-cyano-3-(4-chloro-3-trifluoromethylphenyl)-2-phenylbutanoate

Procedure

20 g (0.086 mol) of 4-chloro-3-trifluoromethylcinnamonitrile dissolved in 80 cm3 of anhydrous THF are added in the course of 45 min at a temperature of between -12° C. and -15° C. The temperature is allowed to rise to -5° C. and the mixture is stirred for 1 hour 10 min before being hydrolyzed at between -5° C. and -10° C. with 50 cm3 of water and then 6N hydrochloric acid (approximately 40 cm3) to neutrality.

Workup

  1. additionare added in the course of 45 min at a temperature of between -12° C. and -15° C
  2. customto rise to -5° C.

Sources & evidence

ORD record
ord-8c21ed8a10464296804e0218e7934781
Source dataset
uspto-grants-1988_11
Patent number
US04785007

Reaction notes

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