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

HRID 1850727Notes

Reaction equation

HRID 1850727 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-08884a5df0d1480a87ded135c9bc9400
Source dataset
uspto-grants-2015_02
Patent number
US08957062B2

Reaction notes

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