3-Fluoro-5-(4-methoxy-benzylsulfanyl)-benzoic acid ethyl ester → 3-Fluoro-5-mercapto-benzoic acid ethyl ester

HRID 1466879Notes

Reaction equation

HRID 1466879 reaction equation
[CH2:1]([O:3][C:4](=[O:22])[C:5]1[CH:10]=[C:9]([S:11]CC2C=CC(OC)=CC=2)[CH:8]=[C:7]([F:21])[CH:6]=1)[CH3:2]>C(O)(C(F)(F)F)=O>[CH2:1]([O:3][C:4](=[O:22])[C:5]1[CH:10]=[C:9]([SH:11])[CH:8]=[C:7]([F:21])[CH:6]=1)[CH3:2]

Participants

3

Reactant 1

HCID 667650593-Fluoro-5-(4-methoxy-benzylsulfanyl)-benzoic acid ethyl ester

Product 1

HCID 667649193-Fluoro-5-mercapto-benzoic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

3-Fluoro-5-(4-methoxy-benzylsulfanyl)-benzoic acid ethyl ester (7.24 g, 22.5 mmol)was stirred in TFA (10 mL) at 70° C. for overnight. The resulting mixture was cooled to room temperature and subjected to standard aqueous workup. The crude residue was purified on silica gel (0-30% EtOAc in hexanes) to afford the title compound.

Workup

  1. customThe crude residue was purified on silica gel (0-30% EtOAc in hexanes)

Sources & evidence

ORD record
ord-fb6a0a8e1ddf406087c3bb1518feae61
Source dataset
uspto-grants-2015_04
Patent number
US09000025B2

Reaction notes

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