Ammonium Chloride → HCID 10069108, compound

Participants

Reaction Steps

To a solution of 2-(4-tert-butyldimethylsilyloxy-1,3-dihydro-6-methoxy-7-methyl-3-oxoisobenzofuran-5-yl)-acetaldehyde (5.25g) in THF (70 ml) at -70° C. was added 1N 2-propenylmagnesium bromide in THF (19 ml). The solution was kept at -40° C. for 15 minutes, then saturated aqueous ammonium chloride (80 ml) was added. The mixture was extracted with ether, and the extract dried and evaporated, to give 4-(4-tert-butyldimethylsilyloxy-1,3-dihydro-6-methoxy-7-methyl-3-oxoisobenzofuran-5-yl)-3-hydroxy-2-methylbut-1-ene, mp 133°-4° C. (tert-butylmethyl ether/hexane).

Provenance & Evidence