Methanol → HCID 11062995, compound

HRID 1588868Notes

Reaction equation

HRID 1588868 reaction equation
[C:1]([OH:12])(=[O:11])[C@@:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)([CH3:4])[OH:3].S(Cl)(Cl)=O.[CH3:17]O>>[C:1]([O:12][CH3:17])(=[O:11])[C@@:2]([C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1)([CH3:4])[OH:3]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 445144(S)-Atrolactic acid

Product 1

HCID 11062995HCID 11062995, compound

Procedure

A solution of 1.0 g (6.0 mmol) of (S)-atrolactic acid in 7 mL of methanol was cooled in an ice-water bath and stirred while 0.70 mL (1.15 g, 9.6 mmol) of thionyl chloride was added dropwise. The resulting mixture was stirred at room temperature for one hour, then concentrated under reduced pressure to give 1.1 g of methyl (S)-atrolactate, nD 25 1.5096.

Workup

  1. additionwas added dropwise
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-7af4161b91074e47893679c3748f49e8
Source dataset
uspto-grants-1993_06
Patent number
US05223523

Reaction notes

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