Methanesulfonyl chloride → HCID 86615622, compound

HRID 1441886Notes

Reaction equation

HRID 1441886 reaction equation
[CH2:1]([OH:16])[CH2:2][O:3][CH2:4][CH2:5][O:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11][O:12][CH2:13][CH2:14][OH:15].[CH3:17][S:18](Cl)(=[O:20])=[O:19]>ClCCl.[Ag]=O>[CH3:17][S:18]([O:15][CH2:14][CH2:13][O:12][CH2:11][CH2:10][O:9][CH2:8][CH2:7][O:6][CH2:5][CH2:4][O:3][CH2:2][CH2:1][OH:16])(=[O:20])=[O:19]

Participants

5

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 62551Pentaethylene glycol

Product 1

HCID 86615622HCID 86615622, compoundYield 58.7%

Reagents, catalysts & solvents 2

HCID 92152Silver(II) oxideCatalystHCID 6344DichloromethaneSolvent2×

Procedure

80 mL of dichloromethane was added to 10 g of pentaethyleneglycol and 10.7 g of silver oxide, and then 5.8 g of methanesulfonyl chloride dissolved in 16 ml of dichloromethane was added dropwise. After stirring the reaction solution at room temperature for 2 days, the solution was filtered with a celite, and then the filtrate was concentrated under reduced pressure. The residue was purified with silica gel column chromatography to obtain 7.8 g of the objective compound.

Workup

  1. additionwas added dropwise
  2. filtrationthe solution was filtered with a celite
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was purified with silica gel column chromatography

Sources & evidence

ORD record
ord-6cff5b6b07534c2d8fb438da933ed732
Source dataset
uspto-grants-2010_02
Patent number
US07655768B2

Reaction notes

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