Hydrochloric Acid → Ammonia

HRID 552887Notes

Reaction equation

HRID 552887 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:26]=[CH:27][CH:28]=1)[CH2:5][C@@:6]([CH3:25])([C:21]([O:23][CH3:24])=[O:22])[N:7]=C(C1C=CC=CC=1)C1C=CC=CC=1.Cl>CO.C1COCC1>[NH3:7].[Br:1][C:2]1[CH:3]=[C:4]([CH:26]=[CH:27][CH:28]=1)[CH2:5][C@@:6]([CH3:25])([C:21]([O:23][CH3:24])=[O:22])[NH2:7]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 86617853HCID 86617853, compound

Product 2

HCID 222AmmoniaHCID 67170872HCID 67170872, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methyl 3-bromo-N-(diphenylmethylene)-α-methylphenylalaninate (2.95 g, 6.76 mmol) in MeOH (25 mL) and THF (25 mL) was added 6N HCl (3.4 mL, 20.3 mmol) and the reaction mixture was stirred at RT for 5 min, concentrated in vacuo and purified by ion exchange chromatography (SCX, 25 g, then 50 g, MeOH then 2M NH3 in MeOH) to provide methyl 3-bromo-α-methylphenylalaninate.

Workup

  1. concentrationconcentrated in vacuo
  2. custompurified by ion exchange chromatography (SCX, 25 g

Sources & evidence

ORD record
ord-654bf21750a64517bcbce6225af2266e
Source dataset
uspto-grants-2011_05
Patent number
US07951949B2

Reaction notes

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