Ammonia → HCID 10821599, compound

HRID 1457265Notes

Reaction equation

HRID 1457265 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]>CO>[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, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(2R,3S)-3-(4-Methoxyphenyl)-2,3-epoxypropionic acid methyl ester (10.4 g) is mixed with 15.3 wt % solution of ammonia in methanol (56 g), and the mixture is reacted at 15° C. for 2.5 hours. The mixture is concentrated under reduced pressure until the total weight of the mixture becomes 44 g. To the mixture is added ice-water (112 g), and the mixture is stirred for two hours under ice-cooling. 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 (8.99 g).

Workup

  1. customthe mixture is reacted at 15° C. for 2.5 hours
  2. concentrationThe mixture is concentrated under reduced pressure until the total weight of the mixture
  3. additionTo the mixture is added ice-water (112 g)
  4. temperaturecooling
  5. filtrationThe precipitated crystals are collected by filtration
  6. washwashed with water
  7. customdried at 50° C.

Sources & evidence

ORD record
ord-48d2c855f3d2419ea3872baa89ab5aa5
Source dataset
uspto-grants-1998_12
Patent number
US05847122

Reaction notes

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