Benzo(B)Thiophene → 2-Benzyl-1-benzothiophene

HRID 234332Notes

Reaction equation

HRID 234332 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]2[CH:6]=[CH:7][CH:8]=[CH:9][C:2]1=2.[Li]C(C)(C)C.[CH2:15](Br)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C1COCC1>[CH2:15]([C:5]1[S:1][C:2]2[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=2[CH:4]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 7221Benzo(B)ThiopheneHCID 7498Benzyl BromideHCID 178418306HCID 178418306, compound

Product 1

HCID 127581572-Benzyl-1-benzothiophene

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-Benzylbenzo[b]thiophene was prepared by the method of Example 40A with benzo[b]thiophene (7.5 mmoles, 1.0 g), t-BuLi (1.7M, 11.2 mmoles, 6.6 ml), benzyl bromide (10.2 mmoles, 1.3 ml) and THF (20 ml). Flash chromatography (hexanes) provided 0.66 g (39%) of a yellow solid.

Sources & evidence

ORD record
ord-6ec280760b824fab8b03bd3e8261cdc0
Source dataset
uspto-grants-1997_01
Patent number
US05594021

Reaction notes

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