Trifluoroacetic acid → 5-(2,2-Difluoro-1-hydroxyethyl)-2',4'-difluorobiphenyl-3-carboxylic acid

HRID 888413Notes

Reaction equation

HRID 888413 reaction equation
[F:1][CH:2]([F:26])[CH:3]([C:5]1[CH:6]=[C:7]([C:19]([O:21]C(C)(C)C)=[O:20])[CH:8]=[C:9]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][C:12]=2[F:18])[CH:10]=1)[OH:4].FC(F)(F)C(O)=O>ClCCl>[F:26][CH:2]([F:1])[CH:3]([C:5]1[CH:6]=[C:7]([C:19]([OH:21])=[O:20])[CH:8]=[C:9]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][C:12]=2[F:18])[CH:10]=1)[OH:4]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68500331Tert-butyl 5-(2,2-difluoro-1-hydroxyethyl)-2',4'-difluorobiphenyl-3-carboxylate

Product 1

HCID 684984575-(2,2-Difluoro-1-hydroxyethyl)-2',4'-difluorobiphenyl-3-carboxylic acidYield 97%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 5-(2,2-difluoro-1-hydroxyethyl)-2′,4′-difluorobiphenyl-3-carboxylate (1.03 g, 2.79 mmol) in dichloromethane (5.6 mL) was added trifluoroacetic acid (5.4 mL). The mixture was stirred at ambient temperature. After 48 h, the mixture was concentrated to dryness to give the title compound (0.85 g). MS 315.0 (M+1).

Workup

  1. concentrationthe mixture was concentrated to dryness

Sources & evidence

ORD record
ord-199bcc07938d42bb9b2db75f5452b1ab
Source dataset
uspto-grants-2012_08
Patent number
US08247401B2

Reaction notes

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