Magnesium perchlorate → Methyl 3-(3-benzyloxycarbonyl-4-methoxyphenyl)-2,2-dimethylpropanoate

HRID 1634524노트

반응식

HRID 1634524 반응식
C(O[CH2:5][C:6]1[CH:7]=[CH:8][C:9]([O:22][CH3:23])=[C:10]([CH:21]=1)[C:11]([O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:12])(=O)C.Cl([O-])(=O)(=O)=O.[Mg+2].Cl([O-])(=O)(=O)=O>C(Cl)Cl>[CH2:14]([O:13][C:11]([C:10]1[CH:21]=[C:6]([CH2:5][C:10]([CH3:21])([CH3:9])[C:11]([O:13][CH3:14])=[O:12])[CH:7]=[CH:8][C:9]=1[O:22][CH3:23])=[O:12])[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

참가 물질

4

반응물 2

HCID 24840Magnesium perchlorateHCID 18678020Benzyl 5-acetoxymethyl-2-methoxybenzoate

생성물 1

HCID 11057401Methyl 3-(3-benzyloxycarbonyl-4-methoxyphenyl)-2,2-dimethylpropanoate수율 36.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Benzyl 5-acetoxymethyl-2-methoxybenzoate (630 mg, 2.00 mmol), methyl trimethylsilyldimethylketeneacetal (730 mg, 4.02 mmol) and 25 ml of dehydrated methylene chloride were mixed and magnesium perchlorate (45 mg, 0.202 mmol) was added under an atmosphere of argon, which was stirred for 6 hours at room temperature. The reaction mixture was washed with water and with brine, then dried over anhydrous sodium sulfate and concentrated. The residue was purified by silica gel chromatography (eluate n-hexane:ethyl acetate=8:1 v/v) to obtain 131 mg (18%) of the title compound as colorless crystals.

후처리

  1. washThe reaction mixture was washed with water and with brine
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated
  4. customThe residue was purified by silica gel chromatography (eluate n-hexane:ethyl acetate=8:1 v/v)

출처 및 근거

ORD 기록
ord-b03ab1b33ea6439b9db17d781fd7a8de
출처 데이터셋
uspto-grants-2003_01
특허 번호
US06506797B1

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