1,3,3-Trimethyl-2-methyleneindoline → HCID 49845114、化合物

HRID 537635

反応式

HRID 537635 の反応式
[CH2:1]([N:3]([CH2:23][CH2:24][OH:25])[C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:13](=[O:20])[C:12](=[N:21]O)[CH:11]=2)=[CH:6][CH:5]=1)[CH3:2].[CH3:26][N:27]1[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[C:29]([CH3:37])([CH3:36])[C:28]1=[CH2:38]>C(O)C>[CH2:1]([N:3]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:13]3[O:20][C:28]4([C:29]([CH3:37])([CH3:36])[C:30]5[C:35](=[CH:34][CH:33]=[CH:32][CH:31]=5)[N:27]4[CH3:26])[CH:38]=[N:21][C:12]=3[CH:11]=2)=[CH:6][CH:5]=1)[CH2:23][CH2:24][OH:25])[CH3:2]

参加物

4

反応物 2

HCID 83511,3,3-Trimethyl-2-methyleneindolineHCID 178464427HCID 178464427、化合物

生成物 1

HCID 49845114HCID 49845114、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
100 °C

実験手順

A suspension of 4-(4-(ethyl(2-hydroxyethyl)amino)phenyl)-2-(hydroxyimino)naphthalen-1(2H)-one (4.0 g, 11.89 mmol) in ethanol (100 ml) was treated with 1,3,3-trimethyl-2-methyleneindoline (2.68 g, 15.46 mmol) in one portion and heated to 100° C. in a sealed tube for 4 hrs. The mixture was then cooled to RT and left to stand overnight. The resulting suspension was evaporated in vacuo to approx 25 ml total volume, MeOH added (25 ml) and the mixture stored in the freezer for 3 hrs. After this time the product was collected by filtration and washed with a little methanol to give the product, 2-(ethyl(4-(1,3,3-trimethylspiro[indoline-2,2′-naphtho[1,2-b][1,4]oxazine]-6′yl)phenyl)amino)ethanol, as pale green fibres (4.15 g, 71%). Analysis of the product by 1H NMR gave a spectrum consistent with the structure.

後処理

  1. temperatureThe mixture was then cooled to RT
  2. waitleft
  3. customThe resulting suspension was evaporated in vacuo to approx 25 ml total volume, MeOH
  4. additionadded (25 ml)
  5. waitthe mixture stored in the freezer for 3 hrs
  6. filtrationAfter this time the product was collected by filtration
  7. washwashed with a little methanol

出典と根拠

ORDレコード
ord-47a56ca07ce943e7ae9ac17951b04aec
出典データセット
uspto-grants-2014_10
特許番号
US08865029B2

関連ノート

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