Iodoethane → 2-Ethyl-5-methylbenzo[b]thiophene

HRID 1738480Notes

Reaction equation

HRID 1738480 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]2[S:6][CH:7]=[CH:8][C:4]=2[CH:3]=1.[Li][C:12](C)(C)[CH3:13].C(I)C>C1COCC1>[CH2:12]([C:7]1[S:6][C:5]2[CH:9]=[CH:10][C:2]([CH3:1])=[CH:3][C:4]=2[CH:8]=1)[CH3:13]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 843465-Methylbenzo(b)thiopheneHCID 178418306HCID 178418306, compound

Product 1

HCID 5953442-Ethyl-5-methylbenzo[b]thiophene

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-ethyl-5-methylbenzo[b]thiophene was prepared in the same manner as described in Example 40A. Reaction of 5-methylbenzo[b]thiophene (3.4 mmoles, 0.50 g), t-BuLi (1.7 m, 5.1 mmoles, 3.0 ml) and ethyl iodide (6.8 mmoles, 0.54 ml) in THF (10 ml) yielded 0.58g (97%) of a light yellow liquid.

Sources & evidence

ORD record
ord-dce5531c77af4cf2b282031c609f188d
Source dataset
uspto-grants-1999_10
Patent number
US05962490

Reaction notes

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