反应详情

446 mg (1.55 mmol) of (4aS,8aR)-5-((R)-5-hydroxy-1,5-dimethyl-hex-3-ynyl)-4a-methyl-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-one in 12 ml of abs. CH2Cl2 was treated with 2.03 ml (9 eq.) of TMS-imidazole and kept at RT for 24 h. Pouring onto crushed ice, twofold extraction with ether, washing with water and brine, and drying over sodium sulfate left a crude product, which was purified by flash chromatography (SiO2, hexane/AcOEt=9/1). Thereby, 561 mg of the title compound was obtained as colorless oil.

1. additionPouring
2. customonto crushed
3. extractionice, twofold extraction with ether
4. washwashing with water and brine
5. dry with materialdrying over sodium sulfate
6. waitleft a crude product, which
7. customwas purified by flash chromatography (SiO2, hexane/AcOEt=9/1)