Benzoyl chloride → Dimethyl N-benzoylaspartate

HRID 1181028

反応式

HRID 1181028 の反応式
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:10][O:11][C:12](=[O:20])[C@H:13]([CH2:15][C:16]([O:18][CH3:19])=[O:17])[NH2:14].C(N(CC)CC)C>C(Cl)Cl.O>[CH3:10][O:11][C:12](=[O:20])[CH:13]([NH:14][C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH2:15][C:16]([O:18][CH3:19])=[O:17]

参加物

6

反応物 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 1112071,4-Dimethyl L-aspartate

生成物 1

HCID 17791269Dimethyl N-benzoylaspartate収率 79.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

A mixture of benzoyl chloride (3.20 mL, 27.7 mmol), L-aspartic acid dimethyl ester (5.0 g, 25.2 mmol) and triethyl amine (5.3 mL, 38 mmol) in CH2Cl2 (50 mL) was stirred at ambient temperature for 2 h and diluted with water. The organic layer was dried (MgSO4), filtered, and concentrated. The residue was purified by silica gel chromatography (hexanes/EtOAc 1/1) to afford a white solid (5.3 g, 79%). MS (ESI) m/z 266 (M+H)+.

後処理

  1. dry with materialThe organic layer was dried (MgSO4)
  2. filtrationfiltered
  3. concentrationconcentrated
  4. customThe residue was purified by silica gel chromatography (hexanes/EtOAc 1/1)

出典と根拠

ORDレコード
ord-06475d43e7604818836b751b1d8cd125
出典データセット
uspto-grants-2007_10
特許番号
US07282501B2

関連ノート

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