Hydrochloric Acid → HCID 71245607, compound

Participants

Reaction Conditions

Reaction Steps

6.87 g (12.5 mmol) of ethyl 4-benzyl-4-hydroxy-6-methoxychroman-3-ylcarbamate were added to 80 ml of half concentrated aqueous HCl and stirred at 100° C. for 2.5 h. The mixture was cooled to 0° C. and diluted with water. Sodium hydroxide (50% aqueous solution) was carefully added until pH >10. The aqueous phase was extracted with EtOAc (2×). The combined organic phases were washed with water and brine, dried over MgSO4 and the solvent was evaporated to give 5.7 g of crude material. The crude material was purified by flash chromatography to yield 3.1 g (9.1 mmol, 73° X)) of the desired product.

Provenance & Evidence