Epichlorohydrin → 10-(2-Ethylhexyloxy)decyl glycidyl ether

HRID 1097

反応式

HRID 1097 の反応式
[CH2:1]([CH:3]([CH2:17][CH2:18][CH2:19][CH3:20])[CH2:4][O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][OH:16])[CH3:2].[CH2:21]([CH:23]1[O:25][CH2:24]1)Cl.[OH-].[Na+]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.CCCCCC>[CH2:21]([O:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][O:5][CH2:4][CH:3]([CH2:1][CH3:2])[CH2:17][CH2:18][CH2:19][CH3:20])[CH:23]1[O:25][CH2:24]1

参加物

6

反応物 3

HCID 7835EpichlorohydrinHCID 14798Sodium HydroxideHCID 1969464710-(2-Ethylhexyloxy)decanol

生成物 1

HCID 1969463510-(2-Ethylhexyloxy)decyl glycidyl ether収率 82.6%

試薬・触媒・溶媒 2

HCID 74236Tetrabutylammonium Bromide触媒HCID 8058Hexane溶媒

反応条件

温度
40 °C

実験手順

A 200-ml flask equipped with a stirrer, reflux tube and dropping funnel was charged with 24.8 g (87 mmol) of 10-(2-ethylhexyloxy)decanol, 17.7 g (0.191 mol) of epichlorohydrin, 1.4 g (4.4 mmol) of tetrabutylammonium bromide and 25 ml of hexane. While stirring the mixture at 40° C., 29.2 g (0.35 mol) of a 48% aqueous solution of NaOH were added dropwise over 3 hours. After completion of the dropping, the stirring was continued further for 2 hours at 40° C. After the resultant reaction mixture was washed with water, and the solvent was distilled off under reduced pressure, the resultant residue was purified by column chromatography on silica gel, thereby obtaining 24.6 g (yield: 82.6%) of 10-(2-ethylhexyloxy)decyl glycidyl ether.

後処理

  1. customA 200-ml flask equipped with a stirrer
  2. temperaturereflux tube
  3. customAfter the resultant reaction mixture
  4. washwas washed with water
  5. distillationthe solvent was distilled off under reduced pressure
  6. customthe resultant residue was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-aca60743900142f7968a0bb1a46a2668
出典データセット
uspto-grants-1998_03
特許番号
US05723497

関連ノート

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