Methanol → Methyl 2-aminoisobutyrate hydrochloride

HRID 1519090Notes

Reaction equation

HRID 1519090 reaction equation
[NH2:1][C:2]([CH3:7])([CH3:6])[C:3]([OH:5])=[O:4].S(Cl)([Cl:10])=O.[CH3:12]O>>[ClH:10].[CH3:12][O:4][C:3](=[O:5])[C:2]([NH2:1])([CH3:7])[CH3:6]

Participants

4

Reactant 3

HCID 887MethanolHCID 6119Aminoisobutyric acidHCID 24386Thionyl Chloride

Product 1

HCID 13258034Methyl 2-aminoisobutyrate hydrochlorideYield 98%

Procedure

2-amino-2-methylpropionic acid (10 g, 96.9 mmol) and methanol (330 ml) were charged. An ice bath was set and thionyl chloride (17.68 ml, 242.25 mmol) was slowly added thereto. Then, the ice bath was removed, and the mixture was stirred at room temperature for 3 hours. The resultant product was vacuum-distilled to remove a solvent, and dried in a 60° C. oven so as to obtain methyl-2-amino-2-methylpropanoate hydrochloride (14.59 g, 94.9 mmol, 98%).

Workup

  1. customAn ice bath was set
  2. customThen, the ice bath was removed
  3. distillationThe resultant product was vacuum-distilled
  4. customto remove a solvent
  5. customdried in a 60° C. oven so as

Sources & evidence

ORD record
ord-176fe89d3d174f63b2b1f64bb5095f11
Source dataset
uspto-grants-2015_07
Patent number
US09073830B2

Reaction notes

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