Sodium Hydroxide → HCID 19384484, compound

Participants

Reaction Steps

To freshly prepared silver oxide obtained by treating 1.9 g of silver nitrate with 0.9 g of sodium hydroxide in 8 mL of water was added at 0°-5° C. a solution of 1.4 g of aldehyde from Example 159. After 2 hours of stirring at room temperature the reaction mixture was filtered on celite. The filtrate was acidified with 2N-HCl and the product extracted with ethyl acetate. Repeated crystallizations of the crude material (1.3 g) from ethyl acetate-hexane gave 0.8 g (54.7%) of 5-[(1,2,3,4-tetra-hydro-9-octyl-9H-dibenzo[b,d]pyrrol-6-yl)-methyl]-2-furancarboxylic acid as a pale yellow solid, mp 152.5°-155.0° C.

Provenance & Evidence