Water → Ethyl (2H-1,3-benzodioxol-5-yl)(oxo)acetate

HRID 1934596ノート

反応式

HRID 1934596 の反応式
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[O:3][CH2:2]1.[Cl-].[Cl-].[Cl-].[Al+3].[OH2:14].CCCCCC.[C:21]([O:24][CH2:25][CH3:26])(=[O:23])[CH3:22]>ClCCl>[CH2:25]([O:24][C:21](=[O:23])[C:22]([C:8]1[CH:7]=[CH:6][C:5]2[O:1][CH2:2][O:3][C:4]=2[CH:9]=1)=[O:14])[CH3:26]

参加物

7

反応物 5

HCID 962WaterHCID 8058HexaneHCID 8857Ethyl AcetateHCID 92291,3-BenzodioxoleHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 2758872Ethyl (2H-1,3-benzodioxol-5-yl)(oxo)acetate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A mixture of ethyl oxalyl chloride (50 ml, 0.45 mmol) and 1,3-benzodioxole (50 g, 0.41 mmol) in dichloromethane (40 ml) was added dropwise to a stirred slurry of aluminium trichloride (71 g, 0.53 mmol) in dichloromethane (500 ml) at 0° C. under a nitrogen atmosphere. After 2 hours the mixture was poured into iced water and the organic layer was washed with further volumes of water (3×500 ml), saturated sodium bicarbonate solution (500 ml) and brine (500 ml). The organic layer was dried (magnesium sulphate) and concentrated to give an orange oil. Flash column chromatography (90% hexane, 10% ethyl acetate) gave 30 g of the subtitle compound as a pale yellow oil.

後処理

  1. washthe organic layer was washed with further volumes of water (3×500 ml), saturated sodium bicarbonate solution (500 ml) and brine (500 ml)
  2. dry with materialThe organic layer was dried (magnesium sulphate)
  3. concentrationconcentrated
  4. customto give an orange oil

出典と根拠

ORDレコード
ord-b8622bb014b94875ab4d55870c6b58ec
出典データセット
uspto-grants-2002_05
特許番号
US06384070B2

反応ノート

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