Ethyl chloroformate → HCID 21838723, compound

HRID 1740490Notes

Reaction equation

HRID 1740490 reaction equation
[NH2:1][C:2]1[C:6]2[CH:7]=[CH:8][C:9]([O:11][CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:10][C:5]=2[O:4][C:3]=1[C:19]([O:21][CH2:22][CH3:23])=[O:20].Cl[C:25]([O:27][CH2:28][CH3:29])=[O:26].C(=O)([O-])[O-].[K+].[K+]>C1C=CC=CC=1>[CH2:28]([O:27][C:25]([NH:1][C:2]1[C:6]2[CH:7]=[CH:8][C:9]([O:11][CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:10][C:5]=2[O:4][C:3]=1[C:19]([O:21][CH2:22][CH3:23])=[O:20])=[O:26])[CH3:29]

Participants

5

Reactant 3

HCID 10928Ethyl chloroformateHCID 11430Potassium CarbonateHCID 21838756HCID 21838756, compound

Product 1

HCID 21838723HCID 21838723, compoundYield 82.3%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 40 g (0.13 mol) of ethyl 3-amino-6-(phenylmethoxy)benzofuran-2-carboxylate, 18 ml (0.19 mol) of ethyl chloroformate and 51 g (0.37 mol) of potassium carbonate in 400 ml of benzene is heated at reflux for 18 hours and is then cooled and filtered and the filtrate is concentrated under reduced pressure. 41 g of product are obtained by recrystallization of the residue from diisopropyl ether.

Workup

  1. temperatureis heated
  2. temperatureat reflux for 18 hours
  3. temperatureis then cooled
  4. filtrationfiltered
  5. concentrationthe filtrate is concentrated under reduced pressure

Sources & evidence

ORD record
ord-f41c3c100a914ba0a9dae9ecebf38129
Source dataset
uspto-grants-1999_10
Patent number
US05969146

Reaction notes

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