Diethyl Ether → 2-Methoxy-2-oxoethyl 2-hydroxy-2-methylbutyrate

Participants

Reaction Steps

A 6 mL aliquot of an ethyl ether solution containing 0.25 M 2-chloroethyl 2-hydroxy-2-methylbutyrate, 0.25 M methyl glycolate, and 1.0% tert-butylbenzene was added to 0.4 g Lipase P30. After mixing for 7 d at room temperature, the conversion of 2-chloroethyl 2-hydroxy-2-methylbutyrate to the title compound was estimated (by GC, Method A) to be approximately 10%. The GC peak assigned to the title compound was confirmed by HRMS: calcd for C7H10O5Tms (M--CH3) 247.1001, obsd 247.0998. In identical reactions substituting Lipase MAP10, Lipase G, Lipase AK, or porcine pancreatic lipase for Lipase P30, the relative values for conversions at 7 d (Lipase P30 =100) were 73, 21, 16, and 0, respectively.

Provenance & Evidence