Methanol → HCID 68148114, compound

HRID 1284002Notes

Reaction equation

HRID 1284002 reaction equation
S(Cl)([Cl:3])=O.[NH2:5][C@H:6]([C:14]([OH:16])=[O:15])[CH2:7][C:8]1[CH2:9][CH:10]=[CH:11][CH2:12][CH:13]=1.[CH3:17]O>>[ClH:3].[CH3:17][O:15][C:14](=[O:16])[C@H:6]([CH2:7][C:8]1[CH2:13][CH:12]=[CH:11][CH2:10][CH:9]=1)[NH2:5]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 441444(αS)-α-Amino-1,4-cyclohexadiene-1-propanoic acid

Product 1

HCID 68148114HCID 68148114, compound

Procedure

Thionyl chloride (15 ml.) is added to methanol (150 ml.) while stirring in a dry ice bath. The mixture is allowed to come to room temperature and 2,5-dihydro-L-phenylalanine (5.0 g.) is added. After refluxing for 30 minutes, the solvent is removed in vacuo and the residue is crystallized from ether and then recrystallized from acetonitrile. Yield: 4.95 g.

Workup

  1. customto come to room temperature
  2. temperatureAfter refluxing for 30 minutes
  3. customthe solvent is removed in vacuo
  4. customthe residue is crystallized from ether
  5. customrecrystallized from acetonitrile

Sources & evidence

ORD record
ord-10e2cd2170d449a9a2d77d3f92ca3ac9
Source dataset
uspto-grants-1976_08
Patent number
US03978034

Reaction notes

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