Sodium Hydroxide → HCID 91513166, compound

Participants

Reaction Steps

To a stirred solution of alcohol (2) (EZ mixture, 58 mg, 0.18 mmol) and tert-butyl bromoacetate (530 μl, 3.6 mmol) in dichloromethane (0.2 ml) were added 50% aqueous NaOH (0.8 ml) and tetrabutylammonium chloride (50 mg, 0.18 mmol) at room temperature, and the whole reaction mixture was stirred for 1 hour. After dilution with water, the mixture was extracted with ethyl acetate, organic phase was washed with brine, dried (MgSO4) and concentrated. The product (compound 5) was purified by silica gel column chromatography using DCM:MeOH, 95:5 as eluant.

Provenance & Evidence