Methanol → Valine, methyl ester, hydrochloride (1:1)

HRID 1061670Notes

Reaction equation

HRID 1061670 reaction equation
S(Cl)([Cl:3])=O.[NH2:5][CH:6]([C:10]([OH:12])=[O:11])[CH:7]([CH3:9])[CH3:8].[CH3:13]O>>[ClH:3].[CH3:13][O:11][C:10](=[O:12])[CH:6]([CH:7]([CH3:9])[CH3:8])[NH2:5]

Participants

4

Reactant 3

HCID 887Methanol2×HCID 1182DL-valineHCID 24386Thionyl Chloride

Product 1

HCID 12498813Valine, methyl ester, hydrochloride (1:1)

Procedure

Methanol (50 ml) is cooled to −15° C., then thionyl chloride (21.2 g) is added dropwise to the methanol, and the solution is stirred for 20 minutes. DL-Valine is added to the solution, and the mixture is stirred overnight. The reaction mixture is concentrated under reduced pressure, and diethyl ether is added to the resulting residue to precipitate crystals. The precipitated crystals are filtered off to give the titled reference compound (8.68 g).

Workup

  1. stirringthe mixture is stirred overnight
  2. concentrationThe reaction mixture is concentrated under reduced pressure, and diethyl ether
  3. additionis added to the resulting residue
  4. customto precipitate crystals
  5. filtrationThe precipitated crystals are filtered off

Sources & evidence

ORD record
ord-75904556e0c34bd891b47e9062e5bf87
Source dataset
uspto-grants-2005_11
Patent number
US06960575B2

Reaction notes

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