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

HRID 872941

반응식

HRID 872941 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e3de51cb07fe422a8eb5cc6ed19af054
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08975395B2

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