Ammonia → HCID 54300456, compound

HRID 398047Notes

Reaction equation

HRID 398047 reaction equation
[NH2:1][C@@H:2]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C@H:3]([CH3:8])[C:4](OC)=[O:5].[NH3:15]>[OH-].[NH4+]>[NH2:1][C@@H:2]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C@H:3]([CH3:8])[C:4]([NH2:15])=[O:5]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 53487376HCID 53487376, compound

Product 1

HCID 54300456HCID 54300456, compound

Reagents, catalysts & solvents 1

HCID 14923Ammonium HydroxideSolvent

Procedure

A solution of methyl (2S,3R)-3-amino-2-methyl-3-phenylpropionate (6.3 g, 33 mmol) in 2N methanolic ammonia (20 ml) and ammonium hydroxide (28-30%, 40 ml) was stirred at room temperature. After 4 d, it was evaporated followed by chromatography on a short column of silica gel (dichloromethane-methanol-conc. ammonium hydroxide=93:7:0.7; 90:10:0.8) to provide the amide as a white solid. MS (m/z): 179.2 (M+H)+; C10H14N2O requir. 178.2.

Workup

  1. customit was evaporated

Sources & evidence

ORD record
ord-49864133b3494e92891f7b1b19df5c5b
Source dataset
uspto-grants-2003_08
Patent number
US06610698B2

Reaction notes

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