Anisole → Ethyl 2-(4-methoxyphenyl)-2-oxoacetate

HRID 1070030노트

반응식

HRID 1070030 반응식
[Cl-].[Al+3].[Cl-].[Cl-].Cl[C:6](=[O:12])[C:7]([O:9][CH2:10][CH3:11])=[O:8].[C:13]1([O:19][CH3:20])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>ClCCl>[CH3:20][O:19][C:13]1[CH:18]=[CH:17][C:16]([C:6](=[O:12])[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:15][CH:14]=1

참가 물질

5

반응물 3

HCID 7519AnisoleHCID 20884Ethoxalyl chlorideHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 2758864Ethyl 2-(4-methoxyphenyl)-2-oxoacetate수율 60%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a mixture of aluminum chloride (59.0 g) and dichloromethane (500 ml), ethyl chloroglyoxylate (45.4 ml) was added dropwise at 0° C. After stirring for 15 minutes, anisole (40.1 ml) was added dropwise at 0° C., and the mixture was stirred for 1.5 hours at room temperature. The reaction mixture was poured onto ice (500 g), and the mixture was stirred for 1 hour at room temperature The dichloromethane layer separated was washed with saturated aqueous sodium chloride, dried (MgSO4), and then concentrated. The residue was subjected to column chromatography on silica gel, and ethyl 4-methoxyphenylglyoxylate (43.6 g, yield 60%) was obtained as an oil from a fraction eluted with ethyl acetate-hexane (1:4, v/v).

후처리

  1. additionwas added dropwise at 0° C
  2. stirringthe mixture was stirred for 1.5 hours at room temperature
  3. additionThe reaction mixture was poured onto ice (500 g)
  4. customseparated
  5. washwas washed with saturated aqueous sodium chloride
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-0593cc8e0be94d0eb75f32e66bec3262
출처 데이터셋
uspto-grants-2001_06
특허 번호
US06251926B1

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