Ethanol hydrochloride → HCID 70501143, compound

HRID 1904016Notes

Reaction equation

HRID 1904016 reaction equation
[CH2:1]([O:3][C:4]([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C@H:14]([C:20]([OH:22])=[O:21])[CH2:15][CH2:16][C:17](=[O:19])[NH2:18])=[CH:9][CH:8]=1)=[O:5])[CH3:2].[ClH:23].C(O)C>O.C(O)C>[ClH:23].[CH2:1]([O:3][C:4]([CH2:6][C:7]1[CH:8]=[CH:9][C:10]([NH:13][C@H:14]([C:20]([OH:22])=[O:21])[CH2:15][CH2:16][C:17](=[O:19])[NH2:18])=[CH:11][CH:12]=1)=[O:5])[CH3:2]

Participants

5

Reactant 2

HCID 21887872Ethanol hydrochlorideHCID 54481550HCID 54481550, compound

Product 1

HCID 70501143HCID 70501143, compoundYield 47%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of 5.0 g (0.016 mole) of N-(4-ethoxycarbonylmethylphenyl)-L-glutamine in 100 ml of water and 200 ml of ethanol was heated until dissolution was completed and 10 ml of 21 wt. % hydrogen chloride-ethanol solution was added. The solvent was then distilled off in vacuo and the residue was taken up in ethanol. After treatment of the solution with activated charcoal, ether was added thereto for crystallization. The precipitated crystals were sucked off and dried in vacuo to give 2.6 g (0.0075 mole, 47% yield) of N-(4-ethoxycarbonylmethylphenyl)-L-glutamine hydrochloride, m.p. 154.8°-155.6° C.

Workup

  1. temperaturewas heated until dissolution
  2. distillationThe solvent was then distilled off in vacuo
  3. additionAfter treatment of the solution with activated charcoal, ether was added
  4. customfor crystallization
  5. customdried in vacuo

Sources & evidence

ORD record
ord-71be40fd06b248c3a12f35abccaff282
Source dataset
uspto-grants-1984_03
Patent number
US04439448

Reaction notes

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