Ethanol → 1,3-Dihydro-1,3,3-trimethylspiro[2H-indole-2,3'-[3H]naphth[2,1-b][1,4]oxazine]

HRID 355611노트

반응식

HRID 355611 반응식
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH3:12])([CH3:11])[C:3]1=[CH2:13].[N:14]([C:16]1(O)[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:19]=[CH:18][CH2:17]1)=O.C([OH:29])C>>[CH3:1][N:2]1[C:3]2([O:29][C:17]3[CH:18]=[CH:19][C:20]4[C:25]([C:16]=3[N:14]=[CH:13]2)=[CH:24][CH:23]=[CH:22][CH:21]=4)[C:4]([CH3:11])([CH3:12])[C:5]2[C:10]1=[CH:9][CH:8]=[CH:7][CH:6]=2

참가 물질

4

반응물 3

HCID 702EthanolHCID 83511,3,3-Trimethyl-2-methyleneindolineHCID 18940150HCID 18940150, 화합물

생성물 1

HCID 5946621,3-Dihydro-1,3,3-trimethylspiro[2H-indole-2,3'-[3H]naphth[2,1-b][1,4]oxazine]

실험 절차

A mixture of 1,3,3-trimethyl-2-methyleneindoline (3.62 g; 0.021 mol) and 1-nitroso-naphthol (3.46 g; 0.02 mol) in ethanol (80.0 ml) was heated under reflux for 2 h. The solution was evaporated and the residue flash-chromatographed over silica (eluent: dichloromethane) to give 1,3,3-trimethylspiro[2H-indole-2,3'-3H-naphth[2,1-b][1,4]oxazine] as a pale yellow solid (3.96 g; 60%), m.pt. 127°-130° C. ##STR29##

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 2 h
  3. customThe solution was evaporated
  4. customthe residue flash-chromatographed over silica (eluent: dichloromethane)

출처 및 근거

ORD 기록
ord-635cd80e3d7142d6917bcb9a4bbd929a
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05833885

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