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Benzyl Alcohol → Methyl 3-benzyloxy-3-phenyl-2-hydroxybutyrate

HRID 378361
ノート
印刷プレビュー

反応式

HRID 378361 の反応式
[C:1]1([C:7]2([CH3:14])[O:13][CH:8]2[C:9]([O:11][CH3:12])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(=O)(=O)(O)O.[CH2:20]([OH:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[CH2:20]([O:27][C:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)([CH3:14])[CH:8]([OH:13])[C:9]([O:11][CH3:12])=[O:10])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1
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

4

反応物 3

HCID 244Benzyl AlcoholHCID 1118Sulfuric AcidHCID 228011Methyl 3-methyl-3-phenyloxirane-2-carboxylate

生成物 1

HCID 15292268Methyl 3-benzyloxy-3-phenyl-2-hydroxybutyrate

反応条件

温度
50 °C

実験手順

9.6 g (50 mmol) of methyl 3-phenyl-2,3-epoxybutyrate are dissolved in 150 ml of benzyl alcohol, and 0.5 ml of concentrated sulfuric acid is added. The mixture is stirred at 50° C. for 6 hours and allowed to cool to room temperature. After neutralization with sodium bicarbonate solution, the excess benzyl alcohol is removed by distillation under high vacuum, and the residue is purified by flash chromatography on silica gel with 9:1 n-hexane/ethyl acetate. After removal of the solvent by distillation, 6.5 g of a colorless oil remain.

後処理

  1. temperatureto cool to room temperature
  2. customAfter neutralization with sodium bicarbonate solution, the excess benzyl alcohol is removed by distillation under high vacuum
  3. customthe residue is purified by flash chromatography on silica gel with 9:1 n-hexane/ethyl acetate
  4. customAfter removal of the solvent
  5. distillationby distillation, 6.5 g of a colorless oil

出典と根拠

ORDレコード
ord-ec22ef5365b144248f249b920c5151a0
出典データセット
uspto-grants-2000_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06030975

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