Water → methyl 3,4-dihydro-2H-[1,3]oxazino[3,2-a]indole-10-carboxylate

HRID 1871042ノート

反応式

HRID 1871042 の反応式
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[NH:7][C:8]2[C:13]([C:14]=1[C:15]([O:17][CH3:18])=[O:16])=[CH:12][CH:11]=[CH:10][CH:9]=2.[OH-].[Na+].O>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C1(C)C=CC=CC=1>[CH3:18][O:17][C:15]([C:14]1[C:13]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[N:7]2[CH2:2][CH2:3][CH2:4][O:5][C:6]=12)=[O:16]

参加物

6

反応物 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 9816818Methyl 2-(3-chloropropoxy)indole-3-carboxylate

生成物 1

HCID 11746477methyl 3,4-dihydro-2H-[1,3]oxazino[3,2-a]indole-10-carboxylate

試薬・触媒・溶媒 2

HCID 74236Tetrabutylammonium Bromide触媒HCID 1140Toluene溶媒

反応条件

温度
55 °C

実験手順

A mixture of methyl 2-(3-chloropropoxy)-indole-3-carboxylate (81.5 g, 0.304 mole), aqueous sodium hydroxide solution (3 ml, 10.8M, 0.335 mole), water (31 ml) and tetrabutylammonium bromide (4.9 g, 0.015 mole) in toluene (815 ml ) was stirred at 50-60° C. for about 45 minutes. The aqueous layer was removed and the organic layer washed twice with water (100 ml each wash). The resulting toluene solution was dried by azeotropic distillation of solvent (265 ml ) under reduced pressure (60° C., 160 mbar) giving a dried solution of the title compound in toluene.

後処理

  1. customThe aqueous layer was removed
  2. washthe organic layer washed twice with water (100 ml each wash)
  3. dry with materialThe resulting toluene solution was dried by azeotropic distillation of solvent (265 ml ) under reduced pressure (60° C., 160 mbar)

出典と根拠

ORDレコード
ord-f4f6b3b70f9c4aefa378c3a94ae9d679
出典データセット
uspto-grants-2000_08
特許番号
US06100397

反応ノート

読み込み中…