ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

3-(Dimethylamino)-1-propanol → 3-(Dimethylamino)-propyl 7-benzoyl-5,10-dihydro-5-(3-methyl-2-butenyl)-1-phenazinecarboxylate

HRID 1857939
ノート
印刷プレビュー

反応式

HRID 1857939 の反応式
[C:1]([C:9]1[CH:10]=[C:11]2[C:20](=[CH:21][CH:22]=1)[NH:19][C:18]1[C:17]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:16][CH:15]=[CH:14][C:13]=1[N:12]2[CH2:28][CH:29]=[C:30]([CH3:32])[CH3:31])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:33][N:34]([CH3:39])[CH2:35]CCO.[Sn].C(=O)([O-])O.[Na+]>C1(C)C=CC=CC=1>[C:1]([C:9]1[CH:10]=[C:11]2[C:20](=[CH:21][CH:22]=1)[NH:19][C:18]1[C:17]([C:23]([O:25][CH2:26][CH2:27][CH2:33][N:34]([CH3:39])[CH3:35])=[O:24])=[CH:16][CH:15]=[CH:14][C:13]=1[N:12]2[CH2:28][CH:29]=[C:30]([CH3:31])[CH3:32])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 766463-(Dimethylamino)-1-propanol2 回HCID 516892Sodium BicarbonateHCID 5352426Tin atomHCID 9802556HCID 9802556、化合物

生成物 1

HCID 221248843-(Dimethylamino)-propyl 7-benzoyl-5,10-dihydro-5-(3-methyl-2-butenyl)-1-phenazinecarboxylate収率 10%

試薬・触媒・溶媒 1

HCID 1140
Toluene
溶媒

反応条件

温度
100 °C

実験手順

In toluene (12 mL) was dissolved ethyl 7-benzoyl-5,10-dihydro-5-(3-methyl-2-butenyl)-1-phenazinecarboxylate (1.26 g, 2.95 mmol.) obtained in Example 2. To the mixture were further added 3-(dimethylamino)-1-propanol (3.50 mL, 29.5 mmol.) and tetra-n-butyl-1-isothiocyanate-3-hydroxydistannoxane (SCN(n-Bu)2SnOSn(n-Bu)2OH; 329 mg, 0.591 mmol.). The mixture was stirred at 100° C. for 24 hours in the stream of gaseous nitrogen. The mixture was further stirred at 100° C. for 24 hours, after addition of 3-(dimethylamino)-1-propanol (1.50 mL) and the above-mentioned tin compound (329 mg, 0.591 mmol.). The reaction mixture was cooled to room temperature and poured into saturated aqueous sodium hydrogencarbonate solution. The aqueous mixture was then extracted with ethyl acetate. The extract was washed with two portions of saturated aqueous sodium chloride solution and dried over anhydrous sodium sulfate. The dried extract was placed under reduced pressure to distill the solvent off. The residue was purified by medium pressure column chromatography (CHCl3 /methanol=1/0→95/5), to give the desired compound (142 mg, 10%).

後処理

  1. customobtained in Example 2
  2. stirringThe mixture was further stirred at 100° C. for 24 hours
  3. temperatureThe reaction mixture was cooled to room temperature
  4. extractionThe aqueous mixture was then extracted with ethyl acetate
  5. washThe extract was washed with two portions of saturated aqueous sodium chloride solution
  6. dry with materialdried over anhydrous sodium sulfate
  7. extractionThe dried extract
  8. distillationto distill the solvent off
  9. customThe residue was purified by medium pressure column chromatography (CHCl3 /methanol=1/0→95/5)

出典と根拠

ORDレコード
ord-fedd2dcb1e5e43b3bedaf0d4046257cb
出典データセット
uspto-grants-2000_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06150363

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート