Water → HCID 12769821, compound

Participants

Reaction Steps

2-(2-Ethyl-4-oxo-4H-1-benzopyran-6-yl)propan-1-ol (3.0g; 0.0129 mol) was dissolved in acetone (20 ml) and Jones Reagent (Example 2) was slowly added until the solution attained a permanent brown colour. Water (100 ml) was added and the mixture was extracted with chloroform (4 × 70 ml). The combined chloroform phases were extracted with saturated sodium bicarbonate solution (4 × 30 ml). The aqueous phases were combined, washed with chloroform (100 ml) and then acidified with concentrated hydrochloric acid. The precipitated product was extracted with chloroform (3 × 100 ml) and the combined extracts dried over magnesium sulphate. After removing solvent, the product was recrystallised from benzene/hexane (1;1) to yield a pale yellow amorphous solid (1.4g) mp 128°-128.5°.

Provenance & Evidence