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

HRID 1871042노트

반응식

HRID 1871042 반응식
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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 74236Tetrabutylammonium Bromide촉매HCID 1140Toluene용매

반응 조건

온도
55 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-f4f6b3b70f9c4aefa378c3a94ae9d679
출처 데이터셋
uspto-grants-2000_08
특허 번호
US06100397

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