Methanesulfonyl chloride → HCID 10130550, compound

HRID 1296824Notes

Reaction equation

HRID 1296824 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: δ 2.41 (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-2f36099a39f34cd4a2e4c0fe37e22a32
Source dataset
uspto-grants-2007_07
Patent number
US07247747B2

Reaction notes

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