2-Bromobiphenyl → 2-Phenylbenzene-1-sulfonyl chloride

Temperature

-78 °C

2-Bromobiphenyl (2.33 g, 10 mmol) was dissolved in ether (10 ml) and cooled to -78° C. n-Butyllithium (2.5 M solution in hexane, 4.8 ml, 12 mmol) was added dropwise under constant stirring and an argon atmosphere. The resultant reaction mixture was stirred at -70° C. to -60° C. for 1 h. The reaction mixture was cooled to -78° C. and sulfuryl chloride (0.88 ml, 11 mmol) was added dropwise. After addition, the reaction mixture was allowed to attain ambient temperature slowly and stirred for 1 h. The reaction mixture was diluted with ethyl acetate (50 ml), washed with water and the organic layer dried over anhydrous MgSO4. Removal of the solvent under reduced pressure gave a crude product, which was purified by column chromatography, using hexane followed by 5% ethyl acetate in hexane as eluent, to give 2-bi-phenylsulfonyl chloride as a solid (1.3 g, 51% yield).

1. additionwas added dropwise
2. customThe resultant reaction mixture
3. stirringwas stirred at -70° C. to -60° C. for 1 h
4. additionAfter addition
5. customto attain ambient temperature
6. stirringstirred for 1 h
7. washwashed with water
8. dry with materialthe organic layer dried over anhydrous MgSO4
9. customRemoval of the solvent under reduced pressure
10. customgave a crude product, which
11. customwas purified by column chromatography

ORD record

ord-385d75d701174016b4efe36151d41bd1

Source dataset

uspto-grants-2000_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06030991