Ammonia → HCID 54199560, compound

HRID 616448Notes

Reaction equation

HRID 616448 reaction equation
C([O:3][C:4]([C:6]([O:9][N:10]=[C:11]([C:15]1[O:16][CH:17]=[CH:18][CH:19]=1)[C:12]([OH:14])=[O:13])([CH3:8])[CH3:7])=O)C.ClCCl.[NH3:23]>>[NH2:23][C:4]([C:6]([O:9][N:10]=[C:11]([C:15]1[O:16][CH:17]=[CH:18][CH:19]=1)[C:12]([OH:14])=[O:13])([CH3:8])[CH3:7])=[O:3]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 6344DichloromethaneHCID 53663340HCID 53663340, compound

Product 1

HCID 54199560HCID 54199560, compoundYield 77%

Procedure

2-(2-Ethoxycarbonylprop-2-yloxyimino)-2-(fur-2-yl) acetic acid (syn isomer) (2.0 g) was dissolved in concentrated aqueous ammonia (50 ml) and the solution stood at room temperature for 22 hours. Most of the ammonia was removed by evaporation and the solution was then acidified with concentrated hydrochloric acid and extracted with ether. The ether extracts were washed with brine and dried and the solvent was removed to give a white solid. Trituration with dichloromethane gave the title compound (1.37 g, 77%), m.p. 160°-162°; λ max (EtOH) 271nm (ε 15,100).

Workup

  1. customMost of the ammonia was removed by evaporation
  2. extractionextracted with ether
  3. washThe ether extracts were washed with brine
  4. customdried
  5. customthe solvent was removed
  6. customto give a white solid

Sources & evidence

ORD record
ord-1e3f9bde293343868a84b4e7f2da5acb
Source dataset
uspto-grants-1978_02
Patent number
US04074047

Reaction notes

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