Methyl Thioglycolate → Methyl 6-fluorobenzo[b]thiophene-2-carboxylate

HRID 15422

Reaction equation

HRID 15422 reaction equation
F[C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH:4]=O.[H-].[Na+].[SH:13][CH2:14][C:15]([O:17][CH3:18])=[O:16]>>[CH3:18][O:17][C:15]([C:14]1[S:13][C:2]2[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=2[CH:4]=1)=[O:16]

Participants

4

Reactant 3

HCID 16907Methyl ThioglycolateHCID 24758Sodium hydrideHCID 737702,4-Difluorobenzaldehyde

Product 1

HCID 57350889Methyl 6-fluorobenzo[b]thiophene-2-carboxylateYield 67.3%

Procedure

Using 2.00 g (14.07 mmol) of 2,4-difluorobenzaldehyde, 0.84 g (21.11 mmol) of sodium hydride (60% pure) and 1.64 g (15.48 mmol) of methyl mercaptoacetate, 1.99 g of the desired product are obtained. The product is obtained in a purity which permits further reaction and is reacted without further purification.

Sources & evidence

ORD record
ord-b5268a2b132a40b98235200a92d6471e
Source dataset
uspto-grants-2010_06
Patent number
US07732477B2

Linked notes

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