Diethyl Ether → Tert-butyl 2-{[2-(tritylamino)ethyl]amino}ethylcarbamate

HRID 459608

反応式

HRID 459608 の反応式
[NH2:1][CH2:2][CH2:3][NH:4][C:5](=[O:11])[O:6][C:7]([CH3:10])([CH3:9])[CH3:8].C(=O)([O-])[O-].[Na+].[Na+].Br[CH2:19][CH2:20][NH:21][C:22]([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.C(OCC)C>C(Cl)(Cl)Cl.CCCCCC>[C:22]([NH:21][CH2:20][CH2:19][NH:1][CH2:2][CH2:3][NH:4][C:5](=[O:11])[O:6][C:7]([CH3:8])([CH3:10])[CH3:9])([C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1)([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

参加物

7

反応物 4

HCID 3283Diethyl EtherHCID 10340Sodium CarbonateHCID 187201N-BOC-ethylenediamineHCID 15718287(2-Bromoethyl)tritylamine

生成物 1

HCID 18442413Tert-butyl 2-{[2-(tritylamino)ethyl]amino}ethylcarbamate収率 41.8%

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 8058Hexane溶媒

実験手順

To a solution of tert-butyl 2-aminoethylcarbamate (4.81 g) in dehydrated chloroform (10 ml) were added sodium carbonate (1.06 g) and N-(2-bromoethyl)tritylamine (3.66 g), and the mixture was stirred under reflux for 3 hours. To the reaction mixture were added diethyl ether and hexane, and the solution was washed with water. The mixture was extracted with 5% aqueous citric acid solution, and the aqueous layer was washed with diethyl ether. The aqueous layer was then made alkaline with sodium hydrogencarbonate followed by extraction with diethyl ether. The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to give tert-butyl 2-{[2-(tritylamino)ethyl]amino}ethylcarbamate (1.86 g) as a viscous oil.

後処理

  1. temperatureunder reflux for 3 hours
  2. washthe solution was washed with water
  3. extractionThe mixture was extracted with 5% aqueous citric acid solution
  4. washthe aqueous layer was washed with diethyl ether
  5. extractionfollowed by extraction with diethyl ether
  6. washThe organic layer was washed with brine
  7. dry with materialdried over anhydrous sodium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-f7d27343a9094619b1ae392f183741ec
出典データセット
uspto-grants-2007_03
特許番号
US07192943B2

関連ノート

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