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ChemicalBook CAS DataBase List 2-T-BUTYLTHIOPHENE

2-T-BUTYLTHIOPHENE synthesis

12synthesis methods
188290-36-0 Synthesis
Thiophene(SIV) (9CI)

188290-36-0
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Yield: 53%

Reaction Conditions:

with aluminum (III) chloride in dichloromethane at -78 - 20; for 21 h;

Steps:

XIX.1
To a suspension of aluminum trichloride (19.1 g, 0.143 mol) in CH2Cl2 (30 mL) at -78° C. was added, dropwise over 1 h, a solution of thiophene (12.0 g, 0.143 mol) and t-butyl bromide (19.6 g, 0.143 mol) in CH2Cl2 (30 mL). The reaction mixture was stirred at -78° C. for 2 h, then allowed to warm to rt, and stirred for a further 18 h. The reaction mixture was diluted with CH2Cl2, and washed with water, 5% NaOH, and water. The organic layer was dried over Na2SO4 and filtered. Removal of the solvent under reduced pressure afforded a liquid that was purified by vacuum distillation (20 mmHg) to give 10.7 g (53%) of Compound 86

References:

Schering Corporation US2004/10013, 2004, A1 Location in patent:Page/Page column 65