Water → 2-Cyclopropylethyl methanesulfonate

HRID 377031

Reaction equation

HRID 377031 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>ClCCl>[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 methanesulfonateYield 99.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 2-cyclopropylethanol (2.1 g, 24.4 mmol) in dichloromethane (50 ml) at 0° C. under nitrogen was added triethylamine (4.1 ml, 1.3 mol equiv). Methanesulphonyl chloride (2.5 ml, 1.3 mol equiv) was added dropwise and the reaction stirred for 16 hours at room temperature. Water (30 ml) and dichloromethane (30 ml) were added. The organic phase was washed with water (2×50 ml) and then dried over anhydrous MgSO4. The solution was then filtered and the solvent removed in vacuo to give the title compound as an oil (4.0 g).

Workup

  1. washThe organic phase was washed with water (2×50 ml)
  2. dry with materialdried over anhydrous MgSO4
  3. filtrationThe solution was then filtered
  4. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-a4311a0b0e1b4e95834ba5370e1644a0
Source dataset
uspto-grants-2000_02
Patent number
US06022971

Linked notes

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