Ammonia → HCID 10821599, compound

HRID 1457254Notes

Reaction equation

HRID 1457254 reaction equation
C[O:2][C:3](=O)[C@@H:4]1[O:6][C@H:5]1[C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=1.[NH3:16]>CN(C)C=O>[CH3:14][O:13][C:10]1[CH:11]=[CH:12][C:7]([C@@H:5]2[O:6][C@H:4]2[C:3]([NH2:16])=[O:2])=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 158607Methyl (2R,3S)-3-(4-methoxyphenyl)-2-oxiranecarboxylate

Product 1

HCID 10821599HCID 10821599, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a mixture of (2R,3S)-3-(4-methoxyphenyl)-2,3-epoxypropionic acid methyl ester (2.08 g) and N,N-dimethylformamide (3 ml) is added 28% aqueous ammonia (6.1 g) under ice-cooling. The mixture is reacted at room temperature for two hours, and the precipitated crystals are collected by filtration, washed with water, and dried at 50° C. to give (2R,3S)-3-(4-methoxyphenyl)-2,3-epoxypropionamide (1.64 g).

Workup

  1. temperaturecooling
  2. customThe mixture is reacted at room temperature for two hours
  3. filtrationthe precipitated crystals are collected by filtration
  4. washwashed with water
  5. customdried at 50° C.

Sources & evidence

ORD record
ord-b348ca99a0de49b6abd77e4ed58521b4
Source dataset
uspto-grants-1998_12
Patent number
US05847122

Reaction notes

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