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Acetonitrile → HCID 59203387、化合物

HRID 1173763
ノート
印刷プレビュー

反応式

HRID 1173763 の反応式
[CH2:1]([C@H:4]1[O:6][C@@H:5]1[C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH2:2][CH3:3].C(=O)([O-])O.[Na+].[C:17](#[N:19])[CH3:18]>>[CH3:18][C:17]1[O:6][C@H:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[C@H:4]([CH2:1][CH2:2][CH3:3])[N:19]=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 6342AcetonitrileHCID 516892Sodium BicarbonateHCID 10909830HCID 10909830、化合物

生成物 1

HCID 59203387HCID 59203387、化合物収率 65%

反応条件

温度
5 °C

実験手順

Acetonitrile (5 ml) was added to ethyl (2S,3R)-3-propyl-2-oxiranecarboxylate (0.8 g, 5 mmol). The mixture was cooled to 5° C., and boron trifluoride diethyl ether complex (0.4 g, 5.5 mmol) was gradually added dropwise thereto. The mixture was stirred at room temperature for 6 hours, and then saturated aqueous solution of sodium hydrogencarbonate (15 ml) was added thereto. The mixture was concentrated, and was extracted with ethyl acetate (20 ml). The organic layer was washed twice with water (10 ml), and the solvent was evaporated away under reduced pressure. The concentrated matter was purified by silica gel column chromatography to obtain the title compound as a colorless oil (0.69 g, yield: 65%).

後処理

  1. additionboron trifluoride diethyl ether complex (0.4 g, 5.5 mmol) was gradually added dropwise
  2. concentrationThe mixture was concentrated
  3. extractionwas extracted with ethyl acetate (20 ml)
  4. washThe organic layer was washed twice with water (10 ml)
  5. customthe solvent was evaporated away under reduced pressure
  6. customThe concentrated matter was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-eceb266874f3441e8cb54a460b9e8918
出典データセット
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07834190B2

反応ノート

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