N,N-二甲基苯胺 → Benzyl 4-(2-oxo-1-pyrrolidinyl)phenylcarbamate

HRID 499733

反应方程式

HRID 499733 反应方程式
Cl[C:2]([O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:3].[NH2:12][C:13]1[CH:18]=[CH:17][C:16]([N:19]2[CH2:23][CH2:22][CH2:21][C:20]2=[O:24])=[CH:15][CH:14]=1.CN(C)C1C=CC=CC=1.C(OCC)(=O)C>O1CCCC1>[O:24]=[C:20]1[CH2:21][CH2:22][CH2:23][N:19]1[C:16]1[CH:17]=[CH:18][C:13]([NH:12][C:2](=[O:3])[O:4][CH2:5][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)=[CH:14][CH:15]=1

参与物

6

反应物 4

HCID 949N,N-二甲基苯胺HCID 8857乙酸乙酯HCID 10387氯甲酸苄酯HCID 6761461-(4-氨基苯基)-2-吡咯烷酮

产物 1

HCID 7686496Benzyl 4-(2-oxo-1-pyrrolidinyl)phenylcarbamate收率 73.8%

试剂、催化剂与溶剂 1

HCID 8028四氢呋喃溶剂

反应条件

温度
-20 °C

实验过程

4.27 g (25.03 mmol) of benzyl chloroformate are slowly added to 4 g (22.7 mmol) of 1-(4-aminophenyl)pyrrolidin-2-one and 3.6 ml (28.4 mmol) of N,N-dimethylaniline in 107 ml of tetrahydrofuran at −20° C. The mixture is stirred at −20° C. for 30 minutes and then allowed to reach room temperature. 0.5 l of ethyl acetate is added, and the organic phase is washed with 0.5 l of saturated NaCl solution. The removed organic phase is dried with MgSO4, and the solvent is evaporated in vacuo. The residue is triturated with diethyl ether and filtered off with suction. 5.2 g (73.8% of theory) of benzyl 4-(2-oxo-1-pyrrolidinyl)phenylcarbamate are obtained as pale beige crystals with a melting point of 174° C.

后处理

  1. customto reach room temperature
  2. washthe organic phase is washed with 0.5 l of saturated NaCl solution
  3. dry with materialThe removed organic phase is dried with MgSO4
  4. customthe solvent is evaporated in vacuo
  5. customThe residue is triturated with diethyl ether
  6. filtrationfiltered off with suction

来源与证据

ORD记录
ord-b678ad7d47524d1ab57465d1e6ea7d61
来源数据集
uspto-grants-2010_08
专利号
US07767702B2

关联笔记

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