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

HRID 1869115ノート

反応式

HRID 1869115 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 1140Toluene溶媒2 回

反応条件

温度
23 °C

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-49cf0cc1745f46898cc11b10d24c5bc3
出典データセット
uspto-grants-2009_12
特許番号
US07638118B2

反応ノート

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