Potassium Carbonate → HCID 19903086, compound

HRID 621164Notes

Reaction equation

HRID 621164 reaction equation
[CH2:1]([O:8][C:9](=[O:25])[CH2:10][N:11]([C:21](=[O:24])[CH2:22]Cl)[CH:12]1[CH2:20][C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:13]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:26]([O:28][C:29](=[O:39])[CH2:30][NH:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[CH3:27].C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[CH2:1]([O:8][C:9](=[O:25])[CH2:10][N:11]([C:21](=[O:24])[CH2:22][N:31]([CH2:30][C:29]([O:28][CH2:26][CH3:27])=[O:39])[CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[CH:12]1[CH2:20][C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:13]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 80908N-Benzylglycine ethyl esterHCID 13132292HCID 13132292, compound

Product 1

HCID 19903086HCID 19903086, compoundYield 69.5%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

N-Chloroacetyl-N-(indan-2-yl)glycine benzyl ester (3 g) and 2 g of N-benzylglycine ethyl ester are dissolved in 50 ml of methyl ethyl ketone, 10 g of potassium carbonate is added, and the mixture is refluxed for 24 hours with stirring. After cooling, the insoluble matter is filtered off, and the filtrate is distilled under reduced pressure to give an oil. This is purified by silica gel column chromatography to give 3 g of N-ethoxycarbonylmethyl-N-benzylglycyl-N-(indan-2-yl)glycine benzyl ester as an oil.

Workup

  1. temperaturethe mixture is refluxed for 24 hours
  2. temperatureAfter cooling
  3. filtrationthe insoluble matter is filtered off
  4. distillationthe filtrate is distilled under reduced pressure
  5. customto give an oil
  6. customThis is purified by silica gel column chromatography

Sources & evidence

ORD record
ord-dcb95b6240914775b4901f37f018ea7f
Source dataset
uspto-grants-1989_04
Patent number
US04822818

Reaction notes

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