Benzoic Acid → Cyano-(6-methoxy-3,3-dimethyl-5-prop-2-ynyloxy-indan-1-ylidene)-acetic acid ethyl ester

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Reaction Steps

The above 6-methoxy-3,3-dimethyl-5-prop-2-ynyloxy-indan-1-one (2.44 g) was treated with 1.13 g of ethyl cyano acetate in the presence of 0.1 equivalents of pyrrolidine and benzoic acid in 20 ml of xylene. The reaction mixture was refluxed for 30 hours with simultaneous separation of water. Then, the cold reaction mixture was washed with water, concentrated and chromatographed in hexane/ethyl acetate through SiO2 to yield 0.7 g of yellow crystals. m.p. 132-136° C. UV 362 nm (ε=23′222), MS: 339(M+), 324, 300 (100%).

Provenance & Evidence