Sodium Carbonate → Ethyl 4-nitro-L-phenylalanine

HRID 901841Notes

Reaction equation

HRID 901841 reaction equation
Cl.[CH2:2]([O:4][C:5](=[O:18])[C@H:6]([CH2:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=1)[NH2:7])[CH3:3].C([O-])([O-])=O.[Na+].[Na+]>C(OCC)(=O)C>[CH2:2]([O:4][C:5](=[O:18])[C@H:6]([CH2:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=1)[NH2:7])[CH3:3]

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 6453710Ethyl 4-nitro-3-phenyl-L-alaninate monohydrochloride

Product 1

HCID 6453711Ethyl 4-nitro-L-phenylalanineYield 89.4%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

4-nitrophenylalanine ethyl ester hydrochloride (2 g, 1.0 eq, 7.28 mmol) obtained in step (i) was dissolved in ethyl acetate (150 mL). To that Na2CO3 (386 mg, 0.5 eq, 3.64 mmol) was added and was stirred for 15 min. The reaction mixture was washed with aq. NaHCO3. The organic layer was dried (Na2SO4), and condensed to obtain 4-nitrophenylalanine ethyl ester as thick oil (1.55 g, 89%).

Workup

  1. washThe reaction mixture was washed with aq. NaHCO3
  2. customThe organic layer was dried
  3. custom(Na2SO4), and condensed

Sources & evidence

ORD record
ord-6d9d778bacb445ec9896a92e01a018b3
Source dataset
uspto-grants-2008_04
Patent number
US07365064B2

Reaction notes

Loading…