Sodium Hydroxide → HCID 19013525, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred suspension of ester of Step 1 (31.0 g, 94 mmol) in dry THF (600 mL) cooled at 5° C. and under nitrogen was added dropwise and at this temperature a solution of Red-A1 (sodium dihydro-bis (2-methoxyethoxy)aluminate--70% in toluene) (34 mL, 114 mmol) in dry THF (30 mL). After stirring 2 hours at 5° C., and then 1 hour at room temperature the mixture was cooled at 10° C. and treated dropwise with 2N NaOH (100 mL) to effect hydrolysis of the intermediate complex. The organic phase was separated and the solvent in vacuo evaporated. The residue was chromatographed over silica gel using MeOH/CH2Cl2 5:95 (v/v) as eluant to give the required alcohol (13.5 g, 54%) as a yellow oil which solidified upon standing, m.p. 95°-98 ° C.

Provenance & Evidence