Methyl Thioglycolate → 4-Fluorobenzo[b]thiophene

Reaction equation

[C:1](OC)(=O)[CH2:2][SH:3].[F:7][C:8]1[CH:15]=[CH:14][CH:13]=[C:12](F)[C:9]=1C=O.BrC1C2C=CSC=2C=CC=1>>[F:7][C:8]1[C:9]2[CH:12]=[CH:13][S:3][C:2]=2[CH:1]=[CH:14][CH:15]=1

Participants

Reactant 3

HCID 16907Methyl Thioglycolate

HCID 1362842,6-Difluorobenzaldehyde

HCID 120942084-Bromobenzo[b]thiophene

Product 1

HCID 190880174-Fluorobenzo[b]thiophene

Procedure

4-Fluorobenzo[b]thiophene was prepared starting from methyl thioglycolate and 2,6-difluorobenzaldehyde and then following a similar procedure to that given for 4-bromobenzo[b]thiophene in Example 9.

Sources & evidence

ORD record: ord-1ce4e9a0b06f4b0e9b39d9e75ed03719
Source dataset: uspto-grants-2005_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06900216B2

Reaction notes

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