Sodium Hydroxide → HCID 57093069, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 9.3 g of [1,1'-biphenyl]-4-thiol (alternatively named 4'-mercapto-1,1'-biphenyl), 40 mL of dichloromethane, 0.21 g of tetrabutylammonium hydrogen sulfate, and 7.2 g of isobutyl chloroformate was cooled to 5° C. and 10.2 g of 20% aqueous NaOH was added over 10 min. The mixture was allowed to stir for 30 min at 15° C. the phases were separated, and the organic phase was concentrated to dryness. The residue was slurried in 100 mL of cold isopropanol, filtered, and suction-dried to afford 12.9 g (92% yield) of product, m.p. 78-79° C. 1H NMR (CDCl3): δ0.90 (d, 6H), 2.00 (s, 1H), 4.05 (d, 7.35-7.50 (m, 3H), 7.60 (d, 2H), 7.60 (s, 4H).

Provenance & Evidence