N'-(3-(Dimethylamino)propyl)-N,N-dimethyl-1,3-propanediamine → 3-[bis-(3-dimethylamino-propyl)-carbamoyl]-acrylic Acid Ethyl Ester

HRID 1869115노트

반응식

HRID 1869115 반응식
[NH:1]([CH2:8][CH2:9][CH2:10][N:11]([CH3:13])[CH3:12])[CH2:2][CH2:3][CH2:4][N:5]([CH3:7])[CH3:6].[Cl-].[CH2:15]([O:17][C:18](=[O:24])/[CH:19]=[CH:20]/[C:21](O)=[O:22])[CH3:16].C([O-])(O)=O.[Na+]>CN(C1C=CN=CC=1)C.C1(C)C=CC=CC=1>[CH2:15]([O:17][C:18](=[O:24])[CH:19]=[CH:20][C:21](=[O:22])[N:1]([CH2:2][CH2:3][CH2:4][N:5]([CH3:6])[CH3:7])[CH2:8][CH2:9][CH2:10][N:11]([CH3:13])[CH3:12])[CH3:16]

참가 물질

6

반응물 3

HCID 81207N'-(3-(Dimethylamino)propyl)-N,N-dimethyl-1,3-propanediamineHCID 516892Sodium BicarbonateHCID 86609896Fumaric acid monoethylester monochloride

생성물 1

HCID 866098983-[bis-(3-dimethylamino-propyl)-carbamoyl]-acrylic Acid Ethyl Ester

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 1140Toluene용매2회

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온도
23 °C

실험 절차

3,3′-Iminobis(N,N-dimethyl-propylamine) (10.66 g, 55 mmol) and DMAP (54 mg) are dissolved in toluene (60 ml). To this solution is added the solution of fumaric acid monoethyl ester mono chloride (8.15 g, 50 mmol) in toluene (20 ml) over 20 min via syringe pump. The mixture is further stirred for 3 h at 23° C., then poured on a mixture of ice and sat. aq. NaHCO3-solution. The product is extracted twice with EtOAc (100 ml) and the organic layers washed twice with brine, combined and dried over MgSO4.

후처리

  1. extractionThe product is extracted twice with EtOAc (100 ml)
  2. washthe organic layers washed twice with brine
  3. dry with materialdried over MgSO4

출처 및 근거

ORD 기록
ord-49cf0cc1745f46898cc11b10d24c5bc3
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07638118B2

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