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

HRID 234335Notes

Reaction equation

HRID 234335 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.Br[CH2:16][CH2:17][CH2:18][CH3:19]>C1COCC1>[CH2:16]([C:5]1[S:1][C:2]2[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=2[CH:4]=1)[CH2:17][CH2:18][CH3:19]

Participants

5

Reactant 3

HCID 7221Benzo(B)ThiopheneHCID 8002Butyl bromideHCID 178418306HCID 178418306, compound

Product 1

HCID 106553122-Butyl-1-benzothiophene

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-n-Butylbenzo[b]thiophene was prepared by the method of Example 40A with benzo[b]thiophene (7.5 mmoles, 1.0 g), t-BuLi (1.7M, 9.7 mmoles, 5.7 ml), 1-bromobutane (9.7 mmoles, 1.0 ml) and THF (20 ml). 0.65 g (46%) of a yellow liquid was isolated.

Sources & evidence

ORD record
ord-b337d772372f4567b27c560d7b677bd5
Source dataset
uspto-grants-1997_01
Patent number
US05594021

Reaction notes

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