1,2-Ethanediamine, N1,N1,N2-trimethyl- → HCID 178501159, 화합물

HRID 16717

반응식

HRID 16717 반응식
[CH3:1][O:2][C:3]([C@H:5]1[CH2:10][CH2:9][C@H:8]([C:11]([OH:13])=O)[CH2:7][CH2:6]1)=[O:4].ON1C2C=CC=CC=2N=N1.Cl.C(N=C=NCCCN(C)C)C.[CH3:36][N:37]([CH3:42])[CH2:38][CH2:39][NH:40][CH3:41].C(=O)([O-])O.[Na+]>C(Cl)(Cl)Cl>[CH3:36][N:37]([CH3:42])[CH2:38][CH2:39][N:40]([CH3:41])[C:11]([C@H:8]1[CH2:7][CH2:6][C@H:5]([C:3]([O:2][CH3:1])=[O:4])[CH2:10][CH2:9]1)=[O:13]

참가 물질

7

반응물 5

HCID 673381,2-Ethanediamine, N1,N1,N2-trimethyl-HCID 757711-HydroxybenzotriazoleHCID 516892Sodium BicarbonateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 178501163HCID 178501163, 화합물

생성물 1

HCID 178501159HCID 178501159, 화합물수율 93.3%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

Trans-4-(methoxycarbonyl)cyclohexanecarboxylic acid (8.84 g) obtained in Reference Example 1(2) is dissolved in chloroform (100 ml), and thereto are added 1-hydroxybenzotriazole (7.14 g), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (10.00 g) and N,N,N′-trimethylethylenediamine (5.33 g) under ice-cooling. The mixture is then stirred at room temperature for 4 hours. Saturated aqueous sodium hydrogen carbonate solution is poured to the reaction solution and the mixture is extracted with chloroform. The organic layer is washed with saturated brine and dried over sodium sulfate. The solvent is concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (eluent: chloroform/methanol/28% ammonia water=200/10/1) to give methyl trans-4-{[[2-(dimethylamino)ethyl](methyl)amino]carbonyl}-cyclohexanecarboxylate (11.98 g).

후처리

  1. temperaturecooling
  2. extractionthe mixture is extracted with chloroform
  3. washThe organic layer is washed with saturated brine
  4. dry with materialdried over sodium sulfate
  5. concentrationThe solvent is concentrated under reduced pressure
  6. customThe resulting residue is purified by silica gel column chromatography (eluent: chloroform/methanol/28% ammonia water=200/10/1)

출처 및 근거

ORD 기록
ord-8b58af24ecdb470eb2de945d1ee82651
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737161B2

연결된 노트

불러오는 중…