Methanol → HCID 58760708, compound

Participants

Reaction Steps

To a solution of the methyl ether from Step 1 (0.35 g, 1.03 mmol) in CH2Cl2 (5 mL) at 0° C. was added 1M BBr3/CH2Cl2 (5.2 mL, 5.2 mmol) over a period of 55 minutes. The dark gummy suspension was then brought to RT for 2.5 hours. MeOH (≈5 mL) was then added at −78° C. followed by saturated NaHCO3 solution. The cold bath was removed and the mixture was stirred for 30 minutes. The product was then extracted with CH2Cl2 and the organic phase was washed with H2O. After drying (MgSO4), filtering, and evaporating, the residue was purified by flash chromatography (1:2, 1:1 EtOAc:hexane) to give a light brown solid (0.19 g).

Provenance & Evidence