反应详情

To a suspension of lithium aluminum hydride (25 mg) in ether (5 ml) was added dropwise, under ice-cooling, a solution of ethyl 1-[3-[4-[2-[(E)-2-phenylethenyl]-4-oxazolylmethoxy]phenyl]propyl]-2-imidazolecarboxylate (300 mg) in ether (5 mg)—tetrahydrofuran (10 ml). The mixture was stirred for one hour, to which was added 4N aqueous sodium hydroxide (0.025 ml). The mixture was stirred for 30 minutes at room temperature. The reaction mixture was poured into water, which was subjected to extraction with ethyl acetate. The ethyl acetate layer was washed with water, dried (MgSO4), and concentrated to leave a crystalline product. Recrystallization from ethyl acetate-hexane gave 1-[3-[4-[2-[(E)-2-phenylethenyl]-4-oxazolyl-methoxy]phenyl]propyl]-2-imidazolemethanol (160 mg, 58%) as colorless prisms, mp 143-144° C.

1. additionwas added dropwise, under ice-
2. temperaturecooling
3. stirringThe mixture was stirred for 30 minutes at room temperature
4. extractionwas subjected to extraction with ethyl acetate
5. washThe ethyl acetate layer was washed with water
6. dry with materialdried (MgSO4)
7. concentrationconcentrated
8. customto leave a crystalline product
9. customRecrystallization from ethyl acetate-hexane