Methanesulfonyl chloride → HCID 10130550, compound

HRID 1839898Notes

Reaction equation

HRID 1839898 reaction equation
[C:1]([OH:9])(=[O:8])[C@H:2]([CH2:4][C:5]([OH:7])=[O:6])[OH:3].[CH3:10][S:11](Cl)(=[O:13])=[O:12]>C1COCC1>[CH3:10][S:11]([O:3][C@@H:2]([CH2:4][C:5]([OH:7])=[O:6])[C:1]([OH:9])=[O:8])(=[O:13])=[O:12]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 222656L-Malic Acid

Product 1

HCID 10130550HCID 10130550, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 8.04 g (0.060 mol) of (S)-malic acid and 9.2 mL (0.120 mol) of methanesulphonyl chloride in 60.0 mL of THF was refluxed for 10 hours. After cooling, the solution was vacuum evaporated to dryness to obtain 12.60 g (99%) of the title compound. H-NMR in DMSO-d6: δ2.41 (3H, s, CH3SO3), 2.90 (2H, m, CH2), 5.47 (1H, t, CHOSO2).

Workup

  1. temperatureAfter cooling
  2. customevaporated to dryness

Sources & evidence

ORD record
ord-5a22a89c326d4998856cb0693f7c9181
Source dataset
uspto-grants-2004_01
Patent number
US06677476B1

Reaction notes

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