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ChemicalBook CAS DataBase List 4,5,6,7-Tetrahydro-1-benzothiophene-2-carbaldehyde
57021-53-1

4,5,6,7-Tetrahydro-1-benzothiophene-2-carbaldehyde synthesis

2synthesis methods
-

Yield:57021-53-1 54%

Reaction Conditions:

with lithium aluminium tetrahydride in tetrahydrofuran at -55 - 25; for 3 h;

Steps:

44.2 Step 2

A suspension of compound 56b (5 g, 23.6mmol) in THF (150 mL) was added LiAlH4 (0.89 g, 22mmol) under -55 °C. After that the temperature was rebound to 25 °C for 3 hours. The mixture was pouring to water, extracted with ethyl acetate. The organic layer was washed with water, brine and dried over sodium sulfate, concentrated in vacuo to provide compound 56c (2 g, 54% yield). LC/MS: Anal. Calcd. For [M+H]+ C9H10OS: 167.05; found 167.0

References:

WO2014/110688,2014,A1 Location in patent:Page/Page column 118