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Benzo(B)Thiophene → 2,3-Dihydrobenzo(b)thiophene

HRID 64951
Notes
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Reaction equation

HRID 64951 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[CH:2]1>O.[Na].[Hg]>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH2:3][CH2:2]1
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 7221Benzo(B)Thiophene

Product 1

HCID 783192,3-Dihydrobenzo(b)thiophene

Reagents, catalysts & solvents 2

HCID 9837419Sodium amalgamCatalystHCID 962WaterSolvent

Procedure

The dihydrobenzothiophenes are prepared as depicted in Chart D. A solution of a formula LX benzothiophene in water is stirred with excess sodium amalgam (NaHg) for 24 hr. After workup there is obtained the corresponding Formula LXI dihydrobenzothiophene. (See, e.g., D. T. Witiak, et al., J. Med. Chem. 14, 754 (1971).)

Sources & evidence

ORD record
ord-b72bcf250541411db5b39c9ed0780759
Source dataset
uspto-grants-1986_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04611059

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes