Methanol → Methyl 2-aminoisobutyrate hydrochloride

HRID 1519067Notes

Reaction equation

HRID 1519067 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

Procedure

A 100-mL flask was charged with 2-amino-2-methylpropionic acid (3.0 g, 29.1 mmol) and methanol (45 ml). An ice bath was set, and thionyl chloride (4.25 ml, 58.2 mmol) was slowly added thereto. After the addition was completed, the ice bath was removed. At room temperature, the mixture was stirred for 3 hours. The resultant product was vacuum-distilled to remove a solvent, and then added with ethyl ether (30 ml), stirred at room temperature for 30 minutes, and filtered. The solid obtained through filtering was dried in a 60° C. oven to obtain methyl-2-amino-2-methylpropanoate hydrochloride (4.2 g, 94%).

Workup

  1. customAn ice bath was set
  2. additionAfter the addition
  3. customthe ice bath was removed
  4. distillationThe resultant product was vacuum-distilled
  5. customto remove a solvent
  6. additionadded with ethyl ether (30 ml)
  7. stirringstirred at room temperature for 30 minutes
  8. filtrationfiltered
  9. customThe solid obtained
  10. filtrationthrough filtering
  11. customwas dried in a 60° C. oven

Sources & evidence

ORD record
ord-47ace7331fa84d87a048b0387ff62cb4
Source dataset
uspto-grants-2015_07
Patent number
US09073830B2

Reaction notes

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