Hydrochloric Acid → Methyl (2S)-2-hydroxy-4-methylpentanoate

HRID 1744153Notes

Reaction equation

HRID 1744153 reaction equation
[C:1]([OH:9])(=[O:8])[C@H:2]([CH2:4][CH:5]([CH3:7])[CH3:6])[OH:3].Cl.[CH3:11]O>>[OH:3][C@@H:2]([CH2:4][CH:5]([CH3:7])[CH3:6])[C:1]([O:9][CH3:11])=[O:8]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 83697Leucic acid, L-

Product 1

HCID 9989388Methyl (2S)-2-hydroxy-4-methylpentanoate

Procedure

To a solution of L-leucic acid (1.33 g, 10 mmol) in methanol (20 mL) was added 12 N HCl (0.2 mL, 2.4 mmol) and the solution was refluxed for 3 h. After cooling to room temperature, the reaction mixture was concentrated in vacuo. The crude product was purified by flash chromatography using EtOAc in hexane to afford methyl (2S)-2-hydroxy-4-methylpentanoate as a colorless oil.

Workup

  1. temperaturethe solution was refluxed for 3 h
  2. concentrationthe reaction mixture was concentrated in vacuo
  3. customThe crude product was purified by flash chromatography

Sources & evidence

ORD record
ord-7984cf4a4f5c4715bd2b2df24a851fff
Source dataset
uspto-grants-2006_03
Patent number
US07012075B2

Reaction notes

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