Oxalyl chloride → HCID 86645768, compound

Participants

Reaction Conditions

Reaction Steps

Over a period of 20 min, a solution of oxalylchloride (6.5 mL, 9.6 g, 75.6 mmol) in chloroform (10 mL) is added slowly to a solution of 1-hydroxy-2-isobutyl-4-methyl-pent-1-en-3-one (7.35 g, 43.2 mmol) in chloroform (100 mL) cooled to −10° C. The mixture is stirred for further 30 min, quenched with ice (100 g) and 1 N aq. NaOH (100 mL). When the quite violent gas evolution ceases the phases are separated. The organic phase is washed with 1 N aq. NaOH (3×75 mL) and 1 N aq. NaH2PO4 (75 mL), dried (MgSO4), filtered and evaporated to give crude 1-chloro-2-isobutyl-4-methyl-pent-1-en-3-one (14.2 g) as a brown oil.

Provenance & Evidence