tert-Butanol → HCID 131725687, compound

Participants

Reaction Steps

o-Chlorobenzaldehyde (1.0 g, 0.82 ml, 7.11 mmol) was added via syringe to an agitated mixture of potassium cyanide (1.85 g, 28.46 mmol) and a titanium dimer catalyst of Formula (8) (72.8 mg, 0.06 mmol) in CH2Cl2 (18 ml), followed by t-butanol (0.56 g, 0.72 ml, 7.49 mmol). The slurry was cooled to a temperature of −5° C. and acetic anhydride (2.905 g, 2.68 ml, 28.46 mmol) was added via a syringe. The slurry was agitated at a temperature of −5° C. to 0° C. Analysis by G.C. showed that the reaction had gone to 31% conversion (49% e.e.) after 4 hrs and to 33% conversion (51% e.e.) after 5.75 hrs.

Provenance & Evidence