Ethyl bromoacetate → Ethyl (1,4,8,11-tetraazacyclotetradec-1-yl)ethanoate

HRID 872941

反応式

HRID 872941 の反応式
Br[CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].[NH:8]1[CH2:21][CH2:20][CH2:19][NH:18][CH2:17][CH2:16][NH:15][CH2:14][CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1.C(=O)([O-])[O-].[K+].[K+]>C(Cl)(Cl)Cl>[N:8]1([CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4])[CH2:21][CH2:20][CH2:19][NH:18][CH2:17][CH2:16][NH:15][CH2:14][CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1

参加物

5

反応物 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 649641,4,8,11-Tetraazacyclotetradecane

生成物 1

HCID 12963737Ethyl (1,4,8,11-tetraazacyclotetradec-1-yl)ethanoate

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

In a first phase, ethyl (1,4,8,11-tetraazacyclotetradec-1-yl)ethanoate is obtained by slowly adding 6.68 g (40.0 mmol) of ethyl bromoacetate onto a solution of 40 g (200.0 mmol) of cyclam and 16 g (116 mmol) of potassium carbonate in 1 L of chloroform. The reaction mixture is maintained under stirring at room temperature for 48 h. After filtration on celite and evaporation of the solvent, the residue is taken up in petroleum ether. The excess cyclam is filtered off, the filtrate is concentrated and ethyl (1,4,8,11-tetraazacyclotetradec-1-yl)ethanoate (so-called compound 5.0) is thereby obtained, as 11.21 g of a slightly yellow oil (yield=98%) which is used without any purification.

後処理

  1. temperatureThe reaction mixture is maintained
  2. filtrationAfter filtration
  3. customon celite and evaporation of the solvent
  4. filtrationThe excess cyclam is filtered off
  5. concentrationthe filtrate is concentrated

出典と根拠

ORDレコード
ord-e3de51cb07fe422a8eb5cc6ed19af054
出典データセット
uspto-grants-2015_03
特許番号
US08975395B2

関連ノート

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