1,3,3-Trimethyl-2-methyleneindoline → HCID 19360917, 화합물

HRID 374100

반응식

HRID 374100 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].[OH:14][CH2:15][C:16]1[C:17]([OH:28])=[C:18]([N:26]=O)[C:19]2[C:24]([CH:25]=1)=[CH:23][CH:22]=[CH:21][CH:20]=2>C(O)C>[CH3:1][N:2]1[C:3]2([O:28][C:17]3[C:16]([CH2:15][OH:14])=[CH:25][C:24]4[C:19]([C:18]=3[N:26]=[CH:13]2)=[CH:20][CH:21]=[CH:22][CH:23]=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 2

HCID 83511,3,3-Trimethyl-2-methyleneindolineHCID 23286284HCID 23286284, 화합물

생성물 1

HCID 19360917HCID 19360917, 화합물수율 20.9%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

In 100 ml of ethanol, 7.0 g (40 mmol) of 1,3,3-trimethyl-2-methyleneindoline and 8.0 g (40 mmol) of 3-hydroxymethyl-1-nitroso-2-naphthol were dissolved and the solution was heated to reflux for 3 hours. After removal of the solvent, purification was conducted by column chromatography and recrystallization from hexane to obtain 3.0 g of 1,3,3-trimethyl-5'-hydroxymethylspiro [indoline-2,3'-[3H]-naphtho[2,1-b](1,4)oxazine] as a white solid. In 50 ml of methylene dichloride, 1.1 g (3 mmol) of the thus obtained spirooxazine compound was dissolved and 4 ml of triethylamine was added thereto, and then 0.5 g (5 mmol) of methacrylic acid chloride was added dropwise thereto at room temperature and the mixture was allowed to react. After removal of solvent, purification was conducted by column chromatography and recrystallization from hexane to obtain 1.0 g of 1,3,3-trimethyl-5'-methacryloxymethylspiro[indoline-2,3'-[3H]-naphtho[2,1 -b](1,4)oxazine] as a light yellow solid.

후처리

  1. temperaturethe solution was heated
  2. temperatureto reflux for 3 hours
  3. customAfter removal of the solvent, purification
  4. customwas conducted by column chromatography and recrystallization from hexane

출처 및 근거

ORD 기록
ord-f8c33322f814485f8f784f215173855e
출처 데이터셋
uspto-grants-1992_11
특허 번호
US05166345

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