Methanol → 3,7-Bis(2',2'-diphenylvinyl)-10-p-tolylphenothiazine

HRID 2287297ノート

反応式

HRID 2287297 の反応式
[CH:1]([C:3]1[CH:4]=[CH:5][C:6]2[N:7]([C:19]3[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=3)[C:8]3[C:13]([S:14][C:15]=2[CH:16]=1)=[CH:12][C:11]([CH:17]=O)=[CH:10][CH:9]=3)=O.[C:26]1([CH:32](P(=O)(OCC)OCC)[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.[CH3:47][C:48]([CH3:51])([O-])[CH3:49].[K+].CO>CN(C=O)C>[C:33]1([C:32]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)=[CH:1][C:3]2[CH:4]=[CH:5][C:6]3[N:7]([C:19]4[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=4)[C:8]4[C:13]([S:14][C:15]=3[CH:16]=2)=[CH:12][C:11]([CH:17]=[C:47]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:15][CH:16]=2)[C:48]2[CH:51]=[CH:13][CH:8]=[CH:9][CH:49]=2)=[CH:10][CH:9]=4)[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1

参加物

6

反応物 4

HCID 887MethanolHCID 10267017Diethyl benzhydrylphosphonateHCID 187044763,7-Diformyl-10-p-tolylphenothiazineHCID 23665647Potassium tert-butoxide

生成物 1

HCID 187044733,7-Bis(2',2'-diphenylvinyl)-10-p-tolylphenothiazine収率 79%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

In 20 ml of DMF were dissolved 2.0 g (5.8 mmol) of 3,7-diformyl-10-p-tolylphenothiazine (2b) and 4.0 g (13.2 mmol) of diethyl diphenylmethylphosphonate (3a). Thereto was gradually added 1.5 g (13.4 mmol) of potassium t-butoxide. After the mixture was reacted overnight, 10 ml of methanol was added thereto. The crystals precipitated were taken out by filtration, dissolved in chloroform, purified by silica gel column chromatography (toluene), and then recrystallized from a chloroform/hexane mixed solvent to obtain 1.48 g of the target compound.

後処理

  1. customAfter the mixture was reacted overnight
  2. customThe crystals precipitated
  3. filtrationwere taken out by filtration
  4. dissolutiondissolved in chloroform
  5. custompurified by silica gel column chromatography (toluene)
  6. customrecrystallized from a chloroform/hexane mixed solvent

出典と根拠

ORDレコード
ord-8ef1f08c26b04b1f875d9eac75c9cfcf
出典データセット
uspto-grants-2000_07
特許番号
US06083651

反応ノート

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