Methanesulfonyl chloride → 2-(2-Fluorophenyl)ethyl methanesulfonate

HRID 331238

Reaction equation

HRID 331238 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[CH2:4][CH2:5][OH:6].[CH3:11][S:12](Cl)(=[O:14])=[O:13]>C(N(CC)CC)C.C(Cl)Cl>[CH3:11][S:12]([O:6][CH2:5][CH2:4][C:3]1[CH:7]=[CH:8][CH:9]=[CH:10][C:2]=1[F:1])(=[O:14])=[O:13]

Participants

5

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 27332962-(2-Fluorophenyl)ethan-1-ol

Product 1

HCID 151245352-(2-Fluorophenyl)ethyl methanesulfonate

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8471TriethylamineSolvent

Procedure

To a solution of 2-fluorophenethylalcohol (25.0 g) in triethylamine (37.5 ml) and methylene chloride (250 ml) was added dropwise methanesulfonyl chloride (16.7 ml) under ice-cooling, and the mixture was stirred for 30 min. The reaction mixture was warmed to room temperature, washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated to give 2-(2-fluorophenyl)ethyl methanesulfonate.

Workup

  1. temperaturecooling
  2. washwashed with water and saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-c1a992d32f7e4db4abea21507bf12076
Source dataset
uspto-grants-2014_11
Patent number
US08877779B2

Linked notes

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