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Imidazole → 1-Palmitoyl-3-t-butyldimethylsilyl-glycerol

HRID 252671
ノート
印刷プレビュー

反応式

HRID 252671 の反応式
[C:1]([O:18][CH2:19][CH:20]([CH2:22][OH:23])[OH:21])(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].N1C=CN=C1.[Si:29](Cl)([C:32]([CH3:35])([CH3:34])[CH3:33])([CH3:31])[CH3:30]>ClCCl>[C:1]([O:18][CH2:19][CH:20]([CH2:22][O:23][Si:29]([C:32]([CH3:35])([CH3:34])[CH3:33])([CH3:31])[CH3:30])[OH:21])(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 795ImidazoleHCID 149001-MonopalmitinHCID 28928tert-Butyldimethylsilyl chloride

生成物 1

HCID 853956141-Palmitoyl-3-t-butyldimethylsilyl-glycerol収率 100%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

1-palmitoyl-glycerol (33.0 g), dichloromethane (330 ml) and imidazole (13.6 g) were added into 1 L reactor, and the reaction mixture was cooled to 0° C. Then, t-butyl-dimethylsilylchloride (18.0 g) was added, and the reaction mixture was stirred for 2 hours. After filtering the reaction mixture, the solvent was removed by distillation under reduced pressure, and purified water (165 ml) and heptane (150 ml) were added for an extraction. The separated organic layer was extracted with purified water (80 ml) again, and then the organic layer was dehydrated with anhydrous MgSO4, and filtered. Then, the solvent was removed by distillation under reduced pressure to obtain 1-palmitoyl-3-t-butyldimethylsilyl-glycerol (yield: 100%) {1H NMR (400 MHz, CDCl3): δ 0.78-0.83 (m, 18H), 1.18-1.31 (m, 24H), 1.50-1.56 (m, 2H), 2.24 (t, 2H), 3.51-3.60 (m, 2H), 3.76-3.79 (p, 1H), 4.01-4.10 (m, 2H)}.

後処理

  1. filtrationAfter filtering the reaction mixture
  2. customthe solvent was removed by distillation under reduced pressure
  3. custompurified water (165 ml) and heptane (150 ml)
  4. additionwere added for an extraction
  5. extractionThe separated organic layer was extracted with purified water (80 ml) again
  6. filtrationfiltered
  7. customThen, the solvent was removed by distillation under reduced pressure

出典と根拠

ORDレコード
ord-20a7c72a83ef44bbb45614e8e4beb78a
出典データセット
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07868196B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート