反応 #2165

反応方程式

ethyl magnesium bromide

cyclohexylacetylene

formaldehyde

paraformaldehyde

→

3-cyclohexyl-2-propyn-1-ol

溶媒

ether

ether

反応条件

後処理

1. 1
   温度the reaction mixture was refluxed for 2 hours
2. 2
   その他was bubbled into the mixture
3. 3
   温度After cooling
4. 4
   その他the reaction was quenched with saturated ammonium chloride
5. 5
   抽出extracted with ether (2×100 ml)
6. 6
   洗浄The combined ether extracts were washed with brine
7. 7
   乾燥dried over magnesium sulfate
8. 8
   その他evaporated
9. 9
   その他to yield the product which
10. 10
    workup.DISTILLATIONwas distilled under high vacuum at 68°-74° C.
11. 11
    その他to yield 6.4 g as a colorless liquid

実験手順

To a solution of ethyl magnesium bromide (prepared from 2.5 g of magnesium turning and 11.3 g of bromoethane) in ether was added dropwise a solution of 10.2 g of cyclohexylacetylene in ether and the reaction mixture was refluxed for 2 hours. The reaction mixture was cooled to ambient temperature and anhydrous formaldehyde (prepared from the thermal decomposition of 50 g of paraformaldehyde for 20 minutes) was bubbled into the mixture. After cooling, the reaction was quenched with saturated ammonium chloride and extracted with ether (2×100 ml). The combined ether extracts were washed with brine, dried over magnesium sulfate and evaporated to yield the product which was distilled under high vacuum at 68°-74° C. to yield 6.4 g as a colorless liquid.

出典