Triethylamine → 2-(4-Bromo-2-(trifluoromethyl)phenoxy)ethyl methanesulfonate

HRID 518001Notes

Reaction equation

HRID 518001 reaction equation
[Br:1][C:2]1[CH:11]=[CH:10][C:5]([O:6][CH2:7][CH2:8][OH:9])=[C:4]([C:12]([F:15])([F:14])[F:13])[CH:3]=1.C(N(CC)CC)C.[CH3:23][S:24](Cl)(=[O:26])=[O:25]>C(Cl)Cl>[CH3:23][S:24]([O:9][CH2:8][CH2:7][O:6][C:5]1[CH:10]=[CH:11][C:2]([Br:1])=[CH:3][C:4]=1[C:12]([F:13])([F:14])[F:15])(=[O:26])=[O:25]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 576575832-(4-Bromo-2-(trifluoromethyl)phenoxy)-ethanol

Product 1

HCID 866733562-(4-Bromo-2-(trifluoromethyl)phenoxy)ethyl methanesulfonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-(4-Bromo-2-(trifluoromethyl)phenoxy)ethanol (17.54 mmol, 5 g) and triethylamine (35.1 mmol, 4.88 ml, 3.55 g) were combined and stirred in DCM (100 ml) at 0° C. methanesulfonyl chloride (26.3 mmol, 2.036 ml, 3.01 g) was added and the reaction allowed to warm to room temperature over 1 hour. The reaction mixture was washed with water, dried over sodium sulfate and concentrated in vacuo to afford 2-(4-bromo-2-(trifluoromethyl)phenoxy)ethyl methanesulfonate. (5.64 g)

Workup

  1. additionwas added
  2. washThe reaction mixture was washed with water
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a0419f61afaf428695f8db8a1aafd497
Source dataset
uspto-grants-2015_08
Patent number
US09115126B2

Reaction notes

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