Chloroacetic Acid → (E)-1-(3-phenoxyphenyl)but-1-en-3-yl chloroacetate

Participants

Reaction Steps

The product from step (b) (12.01 g) and chloroacetic acid (5 g) were taken up in methylene chloride, DCC (15 g) was added, and the mixture stirred for 5 minutes. DMAP (0.5 g) was then added, causing the mixture to boil, and the mixture stirred for 1 hour. Ether (200 ml) was then added, the mixture filtered, and the filtrate washed with satd. aqu. NaHCO3, 2 M aqu. HCl, and satd. aqu. NaCl, dried over MgSO4 and stripped. The residue was taken up in ether/pet.ether (1:1, 100 ml). filtered, and stripped to give the desired product (15.7 g).

Provenance & Evidence