Ethyl Thioglycolate → Ethyl 6-bromo-1-benzothiophene-2-carboxylate

HRID 1625900Notes

Reaction equation

[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[C:4](F)[CH:3]=1.[C:11]([O:15][CH2:16][CH3:17])(=[O:14])[CH2:12][SH:13]>>[Br:1][C:2]1[CH:9]=[CH:8][C:5]2[CH:6]=[C:12]([C:11]([O:15][CH2:16][CH3:17])=[O:14])[S:13][C:4]=2[CH:3]=1

Participants

Reactant 2

HCID 12185Ethyl Thioglycolate

HCID 1435174-Bromo-2-fluorobenzaldehyde

Product 1

HCID 13567982Ethyl 6-bromo-1-benzothiophene-2-carboxylate

Procedure

4-Bromo-2-fluorobenzaldehyde and ethyl thioglycolate were treated in a manner similar to Reference Example 31-(1) to give 6-bromo-2-ethoxycarbonylbenzo[b]thiophene as a colorless solid.

Sources & evidence

ORD record: ord-20448dc394fc4496ae9f6cbabe8335b6
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08785403B2

Reaction notes

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