Isopropyl iodide → 2-(Propan-2-yl)-1-benzothiophene

HRID 2270614Notes

Reaction equation

HRID 2270614 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:11](C)([CH3:13])[CH3:12].IC(C)C>C1COCC1>[CH:11]([C:5]1[S:1][C:2]2[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=2[CH:4]=1)([CH3:13])[CH3:12]

Participants

5

Reactant 3

HCID 6362Isopropyl iodideHCID 7221Benzo(B)ThiopheneHCID 178418306HCID 178418306, compound

Product 1

HCID 2705232-(Propan-2-yl)-1-benzothiopheneYield 85%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-i-Propylbenzo[b]thiophene was prepared by the method of Example 40A with benzo[b]thiophene (7.5 mmoles, 1.0 g), t-BuLi (1.7 M, 11.2 mmoles, 6.6 ml), 2-iodopropane (11.2 mmoles, 1.12 ml) and THF (20 ml) with stirring at ambient temperature for 24 hrs. It was isolated as a yellow oil (1.11 g; 85% yield).

Workup

  1. customIt was isolated as a yellow oil (1.11 g; 85% yield)

Sources & evidence

ORD record
ord-0c4dcb0d67fc4710972d0dc957d05a76
Source dataset
uspto-grants-2001_12
Patent number
US06331637B1

Reaction notes

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