Carbon tetrabromide → HCID 14842661, compound

Participants

Reaction Steps

The alcohol 34 (5.34 g, 16.7 mmol) and CBr4 (16.6 g, 50 mmol) were dissolved in 100 mL dichloromethane and solid triphenylphosphine (13.1 g, 50 mmol) was added over a 10 min period. This solution was allowed to stir for 18 h then worked up and purified as for the synthesis of 4a. This gave 4.73 g (74% yield) of the title compound. This material crystallized on standing to give material of m.p.=87°-88° C. (Et2O/hexane). 1H NMR (CDCl3) δ 1.35/1.46 (2s, 9H), 2.41 (m, 1H), 2.58 (m, 1H), 3.90 (m, 2H), 4.48 (m, 2H), 5.19 (m, 2H), 7.34 (s, 5H).

Provenance & Evidence