Hydrochloric Acid → HCID 10081156, compound

HRID 1111047Notes

Reaction equation

HRID 1111047 reaction equation
[CH2:1]([O:4][C:5]([NH:7][C@H:8]([C:10]([OH:12])=[O:11])[CH3:9])=[O:6])[CH:2]=[CH2:3].Cl.[C:14](=O)(O)[O-].[Na+]>CO>[CH3:14][O:11][C:10](=[O:12])[C@H:8]([CH3:9])[NH:7][C:5]([O:4][CH2:1][CH:2]=[CH2:3])=[O:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 7010368HCID 7010368, compound

Product 1

HCID 10081156HCID 10081156, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 0.06 mol of N-(allyloxycarbonyl)alanine, prepared as described by H. Kunz and C. Unverzagt in Angew. Chem. Int. Ed. Engl., 1984, 23, 436-437, 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 mol of sodium bicarbonate. The solvent is removed by rotary evaporator, and the residue is dissolved in diethyl ether, filtered, dried over MgSO4, and filtered. The solvent is removed by rotary evaporator to give N-(allyloxycarbonyl)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. dissolutionthe residue is dissolved in diethyl ether
  5. filtrationfiltered
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. customThe solvent is removed by rotary evaporator

Sources & evidence

ORD record
ord-fbcaacdfa02c4d4e862d4fe3583e0e9c
Source dataset
uspto-grants-1990_12
Patent number
US04977272

Reaction notes

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