反応 #702667

ord-649c5bc61da84d229806a4f95a9babce

反応方程式

CCOC(=O)c1ccccc1O
ethyl salicylate
CCCCCCCCCCCCCCCCCC(=O)Cl
stearoyl chloride
CCN(CC)CC
triethylamine
CCCCCCCCCCCCCCCCCC(=O)Oc1ccccc1C(=O)OCC
title product
収率 95.2%
CCCCCCCCCCCCCCCCCC(=O)Oc1ccccc1C(=O)OCC
Ethyl 2-(octadecanoyloxy)benzoate
収率 95.2%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度After refluxing for 20 hours
  2. 2
    その他Most of the tetrahydrofuran was removed with a N2 stream during the cooling process
  3. 3
    workup.ADDITIONThe residue was poured into ice/water (1500 ml)
  4. 4
    その他a white solid removed by filtration
  5. 5
    洗浄Washing the solid with water
  6. 6
    その他drying

実験手順

To a cold (+5° C.) solution of ethyl salicylate (0.136 moles) and stearoyl chloride (0.136 moles) in tetrahydrofuran (200 ml) was added triethylamine (0.136 moles) dropwise over 25 min. After refluxing for 20 hours, the solution was cooled to room temperature. Most of the tetrahydrofuran was removed with a N2 stream during the cooling process. The residue was poured into ice/water (1500 ml), stirred for 1 hour, and a white solid removed by filtration. Washing the solid with water, followed by air drying gave 56 g of the title product, m.p. 50.5°-53.5° C.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US04499295uspto-grants-1985_02