Trifluoroacetic acid → [4-(Benzyloxy)-2-cyanophenyl]acetic acid

HRID 1474679Notes

Reaction equation

HRID 1474679 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C:16]([O:18]C(C)(C)C)=[O:17])=[C:11]([C:23]#[N:24])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C:16]([OH:18])=[O:17])=[C:11]([C:23]#[N:24])[CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86711182Tert-butyl [4-(benzyloxy)-2-cyanophenyl]acetate

Product 1

HCID 70818555[4-(Benzyloxy)-2-cyanophenyl]acetic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of tert-butyl [4-(benzyloxy)-2-cyanophenyl]acetate (0.48 g, 1.48 mmol) in DCM (7 ml) was treated with TFA (3.43 ml, 44.5 mmol) and the mixture stirred at RT for 30 min. The volatiles were removed in vacuo to afford the title compound. LC/MS (m/z): 268 (M+H)+.

Workup

  1. customThe volatiles were removed in vacuo

Sources & evidence

ORD record
ord-27bc1bfbed1940b7acc61dd8bb0eddbd
Source dataset
uspto-grants-2015_04
Patent number
US09018224B2

Reaction notes

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