反応 #2012855

反応方程式

NH4Cl

Triethyl 2-phosphonopropionate

sodium hydride

THF

(2E,6Z,9Z,12Z,15Z)-octadeca-2,6,9,12,15-pentaenal

THF

→

ester

Ethyl (2E,4E,8Z,11Z,14Z,17Z)-2-methyl-icosa-2,4,8,11,14,17-hexaenoate

反応条件

後処理

1. 1
   その他the phases were separated
2. 2
   抽出The aqueous phase was extracted with diethylether
3. 3
   洗浄The combined organic phases were washed with brine, water
4. 4
   乾燥dried (MgSO4)
5. 5
   その他Evaporation of the solvents under reduced pressure

実験手順

Triethyl 2-phosphonopropionate (458 μl, 2.13 mmol) was added to a suspension of sodium hydride (88 mg, 60% dispersion in mineral oil, 2.2 mmol) in dry THF (6 ml) at 0° C. After 50 minutes at 0° C. the mixture was cooled to −40° C. and (2E,6Z,9Z,12Z,15Z)-octadeca-2,6,9,12,15-pentaenal (500 mg, 1.94 mmol) in THF (1 ml) was added. The mixture was stirred for 60 minutes at −40° C. to −20° C. A saturated aqueous NH4Cl solution of was added and the phases were separated. The aqueous phase was extracted with diethylether. The combined organic phases were washed with brine, water and dried (MgSO4). Evaporation of the solvents under reduced pressure gave the ester 10.

出典