Ethyl Acetate → HCID 14041487, compound

Participants

Reaction Steps

7-Oxabicyclo[4.1.0]hept-3-ene 3b (3.50 g, 36.40 mmol), ammonium chloride (4.90 g, 91 mmol) and sodium azide (5.90 g, 91 mmol) were dissolved in 200 mL of the mixture solvent of methanol and water (V/V=9:1), the reaction solution was heated to reflux for 2 hours. The resulting solution was added with 500 mL of ethyl acetate, 200 mL of ethyl ether and 50 mL of water successively, seperated. The organic phase was dried over anhydrous magnesium sulfate, filtered and the filtrate was concentrated under reduced pressure to obtain the title compound (1R,6R)-6-azidocyclohex-3-en-1-ol 3c (3 g, yield: 60.0%) as a yellow oil.

Provenance & Evidence