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

HRID 1634524ノート

反応式

HRID 1634524 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-b03ab1b33ea6439b9db17d781fd7a8de
出典データセット
uspto-grants-2003_01
特許番号
US06506797B1

反応ノート

読み込み中…