6-Bromo-3,4-dimethoxybenzaldehyde → Ethyl 4-(3,4-dimethoxy-6-formylphenylthio)butyrate

HRID 413591

Reaction equation

HRID 413591 reaction equation
Br[C:2]1[C:7]([CH:8]=[O:9])=[CH:6][C:5]([O:10][CH3:11])=[C:4]([O:12][CH3:13])[CH:3]=1.[SH:14][CH2:15][CH2:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19]>>[CH3:13][O:12][C:4]1[CH:3]=[C:2]([S:14][CH2:15][CH2:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:7]([CH:8]=[O:9])=[CH:6][C:5]=1[O:10][CH3:11]

Participants

3

Reactant 2

HCID 793516-Bromo-3,4-dimethoxybenzaldehydeHCID 271824Ethyl 4-sulfanylbutanoate

Product 1

HCID 18533384Ethyl 4-(3,4-dimethoxy-6-formylphenylthio)butyrateYield 27%

Procedure

Ethyl 4-(3,4-dimethoxy-6-formylphenylthio)butyrate was synthesized from 6-bromoveratraldehyde and ethyl 4-mercaptobutyrate in the same manner as Example 2. After vacuum concentration of an extracted solution, the residue was crystallized from isopropyl ether to yield ethyl 4-(3,4-dimethoxy-6-formylphenylthio)butyrate (Yield 27%) as slightly yellow crystals.

Workup

  1. customAfter vacuum concentration of an extracted solution, the residue was crystallized from isopropyl ether

Sources & evidence

ORD record
ord-e830754ee9fa470aae550e4e781753d8
Source dataset
uspto-grants-2003_05
Patent number
US06566535B1

Linked notes

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