Water → 2-Cyclopropylethyl methanesulfonate

HRID 475551

Reaction equation

HRID 475551 reaction equation
[CH:1]1([CH2:4][CH2:5][OH:6])[CH2:3][CH2:2]1.C(N(CC)CC)C.[CH3:14][S:15](Cl)(=[O:17])=[O:16].O>C(OCC)(=O)C>[CH3:14][S:15]([O:6][CH2:5][CH2:4][CH:1]1[CH2:3][CH2:2]1)(=[O:17])=[O:16]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 1376422-Cyclopropylethan-1-ol

Product 1

HCID 145578092-Cyclopropylethyl methanesulfonate

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A 0.5 g quantity of 2-cyclopropylethanol and 3.1 ml of triethylamine were dissolved in 10 ml of ethyl acetate, and 0.75 ml of methanesulfonyl chloride was added with ice-cooling and stirring. After stirring for 30 minutes, water was added to the reaction mixture and extraction was performed. The organic layer was washed with water twice and concentrated by removing the solvent under reduced pressure to give 1 g of pale yellow oily 2-cyclopropylethyl methanesulfonate.

Workup

  1. temperaturecooling
  2. stirringAfter stirring for 30 minutes
  3. washThe organic layer was washed with water twice
  4. concentrationconcentrated
  5. customby removing the solvent under reduced pressure

Sources & evidence

ORD record
ord-9027ce4a434f4a6d8f1ff10f40755bef
Source dataset
uspto-grants-2014_01
Patent number
US08637559B2

Linked notes

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