Ethyl chloroformate → HCID 68556648, compound

HRID 1967584Notes

Reaction equation

HRID 1967584 reaction equation
[CH2:1]([O:3][C:4](=[O:24])[CH2:5][NH:6][C:7]1[CH:12]=[C:11]([Cl:13])[C:10]([O:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=2)=[C:9]([Cl:23])[CH:8]=1)[CH3:2].Cl[C:26]([O:28][CH2:29][CH3:30])=[O:27]>>[CH2:1]([O:3][C:4](=[O:24])[CH2:5][N:6]([C:7]1[CH:12]=[C:11]([Cl:13])[C:10]([O:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=2)=[C:9]([Cl:23])[CH:8]=1)[C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH3:2]

Participants

3

Reactant 2

HCID 10928Ethyl chloroformateHCID 68554761HCID 68554761, compound

Product 1

HCID 68556648HCID 68556648, compoundYield 61%

Procedure

[3,5-Dichloro-4-(4-methoxy-phenoxy)-phenylamino]-acetic acid ethyl ester (10.0 g, 0.02 mol) was stirred with ethyl chloroformate (95 mL) at reflux temperature for 16 hrs. From the reaction mixture ethyl chloroformate was evaporated under reduced pressure and the residue was taken up in ethyl acetate, washed with water, brine, dried over sodium sulphate, filtered and concentrated to give {[3,5-Dichloro-4-(4-methoxy-phenoxy)-phenyl]-ethoxycarbonyl-amino}-acetic acid ethyl ester (7.25 g, 61% Yield)

Workup

  1. temperatureat reflux temperature for 16 hrs
  2. customFrom the reaction mixture ethyl chloroformate was evaporated under reduced pressure
  3. washwashed with water, brine
  4. dry with materialdried over sodium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-e93a9aabda214064b1aebb52b3cc1df4
Source dataset
uspto-grants-2013_04
Patent number
US08420851B2

Reaction notes

Loading…