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

HRID 381307노트

반응식

HRID 381307 반응식
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[O:3][CH2:2]1.[Al].[OH2:11].CCCCCC.[C:18]([O:21][CH2:22][CH3:23])(=[O:20])[CH3:19]>ClCCl>[CH2:22]([O:21][C:18](=[O:20])[C:19]([C:8]1[CH:7]=[CH:6][C:5]2[O:1][CH2:2][O:3][C:4]=2[CH:9]=1)=[O:11])[CH3:23]

참가 물질

7

반응물 5

HCID 962WaterHCID 8058HexaneHCID 8857Ethyl AcetateHCID 92291,3-BenzodioxoleHCID 5359268Aluminum

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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 aluminum thichloride (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.

후처리

  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

출처 및 근거

ORD 기록
ord-76ffe6d618064c8487fa001f9066f8dd
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06306852B1

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