反应 #2328976

ord-ddc890fef2474e41b5f817a96d24f359

反应方程式

Cl
hydrochloric acid
[Al+3].[H-].[H-].[H-].[H-].[Li+]
lithium aluminum hydride
C=C[C@H]1CC[C@H](C(=O)OC)CC1
methyl trans-4-vinylcyclohexanecarboxylate
O
water
C=C[C@H]1CC[C@H](CO)CC1
(trans-4-vinylcyclohexyl)methanol

溶剂

反应条件

温度
15°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    workup.ADDITIONthe resulting solution was added dropwise at 15 to 16° C. over 40 minutes
  2. 2
    其他a sludge-like insoluble was removed by decantation
  3. 3
    洗涤the resulting organic layer was washed with in turn with 10% hydrochloric acid
  4. 4
    干燥The organic layer was dried over anhydrous magnesium sulfate
  5. 5
    浓缩concentrated

实验过程

5.7 g of lithium aluminum hydride was dispersed in 50 mL of THF and all of methyl trans-4-vinylcyclohexanecarboxylate was dissolved in 75 mL of THF and then the resulting solution was added dropwise at 15 to 16° C. over 40 minutes. After stirring at 10 to 20° C. for 30 minutes, water was slowly added. About 70 mL of 10% hydrochloric acid was added and a sludge-like insoluble was removed by decantation, and then the resulting organic layer was washed with in turn with 10% hydrochloric acid, a saturated sodium hydrogen carbonate solution, and saturated saline. The organic layer was dried over anhydrous magnesium sulfate and concentrated to obtain 26 g of (trans-4-vinylcyclohexyl)methanol.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07670504B2uspto-grants-2010_03