Methanol → Methyl 3-amino-2-hydroxypropanoate hydrochloride

HRID 1877059Notes

Reaction equation

HRID 1877059 reaction equation
[NH2:1][CH2:2][CH:3]([OH:7])[C:4]([OH:6])=[O:5].S(Cl)([Cl:10])=O.[CH3:12]O>>[ClH:10].[NH2:1][CH2:2][CH:3]([OH:7])[C:4]([O:6][CH3:12])=[O:5]

Participants

4

Reactant 3

HCID 887MethanolHCID 11267IsoserineHCID 24386Thionyl Chloride

Product 1

HCID 71757671Methyl 3-amino-2-hydroxypropanoate hydrochlorideYield 100%

Conditions

Temperature
0 °C

Procedure

To a solution of 3-amino-2-hydroxypropanoic acid (0.7 g) in methanol (15 mL) was added thionyl chloride (2.5 mL) at 0° C., and the mixture was stirred at 0° C. for 2 hr and then at room temperature overnight. The solvent was evaporated under reduced pressure to give the title compound (1.6 g, 100%) as an oil.

Workup

  1. customat room temperature
  2. customovernight
  3. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-2e7ea1e0241e445b8bada25d697ca27a
Source dataset
uspto-grants-2012_11
Patent number
US08309580B2

Reaction notes

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