Hydrochloric Acid → HCID 54054013, compound

HRID 1607847Notes

Reaction equation

HRID 1607847 reaction equation
[CH2:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][C@H:11]([C:13]([OH:15])=[O:14])[CH3:12])[CH:2]=[CH2:3].Cl.[C:17](=O)(O)[O-].[Na+]>CO>[CH3:17][O:14][C:13](=[O:15])[C@H:11]([CH3:12])[NH:10][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[CH2:1][CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 53702760N-[2-(Prop-2-en-1-yl)phenyl]-L-alanine

Product 1

HCID 54054013HCID 54054013, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 0.06 mol of N-(2-allylphenyl)alanine, prepared as described by A. Padwa, H. L. Gingrich, and R. Lim in J. Org. Chem., 1982, 47, 2447-2456, and 0.066 mol of HCl in 100 mL of CH3OH is stirred at reflux for 8 hours. The solution is then cooled and treated with 0.066 molof sodium bicarbonate. The solvent is removed by rotary evaporator, and theresidue is dissolved in diethyl ether, filtered, dried over MgSO4, andfiltered. The solvent is removed by rotary evaporator to give N-(2-allylphenyl)alanine methyl ester.

Workup

  1. temperatureat reflux for 8 hours
  2. temperatureThe solution is then cooled
  3. customThe solvent is removed by rotary evaporator
  4. dissolutionis dissolved in diethyl ether
  5. filtrationfiltered
  6. dry with materialdried over MgSO4
  7. customThe solvent is removed by rotary evaporator

Sources & evidence

ORD record
ord-1a046cc7f83a45cfbccece145c75eb85
Source dataset
uspto-grants-1989_09
Patent number
US04868061

Reaction notes

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