Cesium carbonate → Ethyl [4-(3-oxomorpholin-4-yl)phenyl]acetate

HRID 602346Notes

Reaction equation

HRID 602346 reaction equation
C(=O)([O-])[O-].[Cs+].[Cs+].Cl[CH2:8][CH2:9][O:10][CH2:11][C:12]([NH:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:17][CH:16]=1)=[O:13]>C(#N)C>[O:13]=[C:12]1[CH2:11][O:10][CH2:9][CH2:8][N:14]1[C:15]1[CH:20]=[CH:19][C:18]([CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 10796Cesium carbonateHCID 58691225Ethyl {4-[2-(2-chloroethoxy)acetylamino]phenyl}acetate

Product 1

HCID 58691263Ethyl [4-(3-oxomorpholin-4-yl)phenyl]acetate

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

43.4 g (133 mmol) of caesium carbonate are added to a solution of 26.6 g (88.8 mmol) of ethyl {4-[2-(2-chloroethoxy)acetylamino]phenyl}acetate in 100 ml of acetonitrile, and the mixture is stirred at room temperature for 18 hours. The reaction mixture is filtered, and the filtrate is evaporated, giving ethyl [4-(3-oxomorpholin-4-yl)phenyl]acetate as a yellowish oil; ESI 264.

Workup

  1. filtrationThe reaction mixture is filtered
  2. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-c06bea9671354240a3f72fb503dd8672
Source dataset
uspto-grants-2011_03
Patent number
US07906516B2

Reaction notes

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