Potassium Carbonate → HCID 53947799, compound

HRID 1941209Notes

Reaction equation

HRID 1941209 reaction equation
[CH2:1]([O:8][CH2:9][CH2:10][NH2:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Cl[C:19](=[O:24])[C:20]([O:22][CH3:23])=[O:21]>ClCCl>[CH2:1]([O:8][CH2:9][CH2:10][NH:11][C:19](=[O:24])[C:20]([O:22][CH3:23])=[O:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 79846Methyl chloroglyoxylateHCID 5338682-(Benzyloxy)ethanamine

Product 1

HCID 53947799HCID 53947799, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 2-benzyloxyethylamine (25 g) and potassium carbonate (50 g) in dichloromethane (500 ml) was treated dropwise with methyl chlorooxoacetate (25 g) at 0° C. After stirring for 3 h at room temperature, the mixture was washed with aq. sodium bicarbonate and dried over magnesium sulfate. Removal of solvent in vacuo gave methyl (2-benzyloxyethyl)aminooxoacetate as an oil. Yield: 40 g. The oil was dissolved in tetrahydrofuran, conc. aq. ammonia (500 ml) was added followed by reflux for 1/2 h. After cooling, the phases were separated, the aqueous phase was extracted with dichloromethane, and the combined organic phases were dried over magnesium sulfate. Removal of the solvent gave 4a as a crystalline material. Yield: 32 g.

Workup

  1. washthe mixture was washed with aq. sodium bicarbonate
  2. dry with materialdried over magnesium sulfate
  3. customRemoval of solvent in vacuo

Sources & evidence

ORD record
ord-1b1fd25b1f2143dea9a06d64ba05db62
Source dataset
uspto-grants-1997_12
Patent number
US05703087

Reaction notes

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