Water → 7-methoxycarbonyl-2-methyl-4-(2-propyl)-3-oxo-3,4-dihydro-2H-1,4-benzoxazine

HRID 234890ノート

反応式

HRID 234890 の反応式
[CH3:1][O:2][C:3]([C:5]1[CH:16]=[CH:15][C:8]2[NH:9][C:10](=[O:14])[CH:11]([CH3:13])[O:12][C:7]=2[CH:6]=1)=[O:4].[H-].[Na+].I[CH:20]([CH3:22])[CH3:21].O>CN(C)C=O.C(OCC)(=O)C>[CH3:1][O:2][C:3]([C:5]1[CH:16]=[CH:15][C:8]2[N:9]([CH:20]([CH3:22])[CH3:21])[C:10](=[O:14])[CH:11]([CH3:13])[O:12][C:7]=2[CH:6]=1)=[O:4]

参加物

7

反応物 4

HCID 962WaterHCID 6362Isopropyl iodideHCID 24758Sodium hydrideHCID 10798997methyl 2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-carboxylate

生成物 1

HCID 106115697-methoxycarbonyl-2-methyl-4-(2-propyl)-3-oxo-3,4-dihydro-2H-1,4-benzoxazine収率 46.5%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
60 °C

実験手順

To a solution of 7-methoxycarbonyl-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine (prepared in Preparation 1) (6.1 g) in dimethylformamide (120 ml) were added 60% sodium hydride (in oil) (1.1 g) and 2-iodopropane (4.3 g) and the mixture was stirred at 60° C. for 5 hours. Water was added to the reaction solution and extraction with ethyl acetate was conducted. The solvent was distilled off under reduced pressure and the resulting residue was subjected to purification by column chromatography using ethyl acetate/hexane [1:4 (v/v)] to give 7-methoxycarbonyl-2-methyl-4-(2-propyl)-3-oxo-3,4-dihydro-2H-1,4-benzoxazine (3.1 g).

後処理

  1. distillationThe solvent was distilled off under reduced pressure
  2. customthe resulting residue was subjected to purification by column chromatography

出典と根拠

ORDレコード
ord-15df023a0fda4d77a2e442bf1a3bed12
出典データセット
uspto-grants-1997_01
特許番号
US05597820

反応ノート

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