Potassium ethylxanthate → Methyl 2-(2-fluoro-4-mercaptophenyl)propionate

Reaction equation

N[C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:13])[C:9]([O:11][CH3:12])=[O:10])=[C:4]([F:14])[CH:3]=1.C(OC([S-])=[S:19])C.[K+]>>[F:14][C:4]1[CH:3]=[C:2]([SH:19])[CH:7]=[CH:6][C:5]=1[CH:8]([CH3:13])[C:9]([O:11][CH3:12])=[O:10]

Participants

Reactant 2

HCID 2735045Potassium ethylxanthate

HCID 13758005Methyl 2-(4-amino-2-fluorophenyl)propanoate

Product 1

HCID 60155350Methyl 2-(2-fluoro-4-mercaptophenyl)propionateYield 92%

Procedure

Compound (7) obtained above was diazotized and subsequently treated with potassium ethylxanthate to give compound (9) of interest as colorless oil at a yield of 92%.

Sources & evidence

ORD record: ord-875e0959b0ae46e2a085aebe81cafc20
Source dataset: uspto-grants-2015_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09221786B2

Reaction notes

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