Ammonia → HCID 14134893, compound

HRID 1196461Notes

Reaction equation

HRID 1196461 reaction equation
[NH3:1].[CH2:2]([O:9][C:10]([NH:12][CH:13]([CH2:24][CH:25]([CH3:27])[CH3:26])[CH:14]([OH:23])[C:15]([F:22])([F:21])[C:16](OCC)=[O:17])=[O:11])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>C(OCC)C>[CH2:2]([O:9][C:10]([NH:12][CH:13]([CH2:24][CH:25]([CH3:27])[CH3:26])[CH:14]([OH:23])[C:15]([F:22])([F:21])[C:16]([NH2:1])=[O:17])=[O:11])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 14134882HCID 14134882, compound

Product 1

HCID 14134893HCID 14134893, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A stream of dry ammonia was bubbled at -78° C., through a solution of 0.820 g (2.2 mmol) of 4-benzyloxycarbonylamino-2,2-difluoro-3-hydroxy-6-methylheptanoic acid, ethyl ester in anhydrous diethyl ether (10 mL). After saturation, the temperature was allowed to rise to room temperature with stirring. The excess ammonia was removed, and the solvent evaporated in vacuo. The residue was taken off in pentane to yield the expected amide in quantitative yield as a solid.

Workup

  1. customto rise to room temperature
  2. customThe excess ammonia was removed
  3. customthe solvent evaporated in vacuo

Sources & evidence

ORD record
ord-186b4df87025485e80dfe9bd3ddb6387
Source dataset
uspto-grants-1992_05
Patent number
US05114927

Reaction notes

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