反应 #1824330

反应方程式

ethyl cyclohexylideneacetate

lithium aluminium hydride

→

2-cyclohexylidene ethanol

溶剂

ether

反应条件

后处理

1. 1
   其他before quenching with dilute hydrochloric acid (2M; 20 ml)
2. 2
   过滤The mixture was filtered
3. 3
   其他the aqueous layer was separated
4. 4
   萃取extracted further with ether (2×25 ml)
5. 5
   洗涤the combined ether layers washed with water (2×25 ml) and saturated sodium chloride solution (25 ml)
6. 6
   干燥dried over MgSO4
7. 7
   过滤Filtration and evaporation of the solvent and distillation of the residue

实验过程

To a stirred solution of ethyl cyclohexylideneacetate (see route to this by Wadsworth and Emmons in Org. Synth. Coll. Vol 5 547) (3.00 g, 17.8 mmol) in dry ether (50 ml) under an atmosphere of nitrogen at 0° C. was added lithium aluminium hydride (407 mg, 10.7 mol) portionwise and the mixture stirred for 2 hours before quenching with dilute hydrochloric acid (2M; 20 ml). The mixture was filtered and the aqueous layer was separated and extracted further with ether (2×25 ml) and the combined ether layers washed with water (2×25 ml) and saturated sodium chloride solution (25 ml) and then dried over MgSO4. Filtration and evaporation of the solvent and distillation of the residue gave 2-cyclohexylidene ethanol (2.16 g, bp. 112° C. at 10 mmHg [Kugelrohr]).

来源