反応 #2481090

反応方程式

(+/-)-cis-4-tert-butyldimethylsilyloxy-2-cyclopentenol

hydrogen

→

title compound

収率 92.0%

(+/-)-cis-3-tert-butyldimethylsilyloxycyclopentanol

収率 92.0%

溶媒

methanol

methanol

反応条件

後処理

1. 1
   ろ過filter through diatomaceous earth
2. 2
   洗浄rinse the solids with methanol (50 mL)
3. 3
   濃縮Concentrate the filtrate under vacuum (15 mmHg/40° C.)
4. 4
   その他purify the residue
5. 5
   workup.DISTILLATIONby Kugelrohr distillation (0.6 mmHg/60°-65° C.)

実験手順

Combine (+/-)-cis-4-tert-butyldimethylsilyloxy-2-cyclopentenol (2.50 g, 11.6 mmol, prepared in example 3) and Ni2B (8.5 mL of a 0.14M slurry in methanol, 10 mol %) in methanol (14 mL). Stir the slurry under an atmosphere of hydrogen for 18.5 hours. Then replace the hydrogen atmosphere with nitrogen, filter through diatomaceous earth and rinse the solids with methanol (50 mL). Concentrate the filtrate under vacuum (15 mmHg/40° C.) and purify the residue by Kugelrohr distillation (0.6 mmHg/60°-65° C.) to provide the title compound as a colorless oil (2.31 g, 92%).

出典