Triethylamine → 1-Ethenesulfonyl-2-trifluoromethyl-benzene

HRID 1697617Notes

Reaction equation

HRID 1697617 reaction equation
Br[CH2:2][CH2:3][S:4]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:13]([F:16])([F:15])[F:14])(=[O:6])=[O:5].C(N(CC)CC)C>ClCCl>[CH:3]([S:4]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:13]([F:15])([F:14])[F:16])(=[O:5])=[O:6])=[CH2:2]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 667709991-(2-Bromo-ethylsulfonyl)-2-trifluoromethyl-benzene

Product 1

HCID 234667181-Ethenesulfonyl-2-trifluoromethyl-benzeneYield 84.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
50 °C

Procedure

To a stirred solution of 1-(2-bromo-ethylsulfonyl)-2-trifluoromethyl-benzene (5.4 g, 19 mmol) in dichloromethane (50 ml) was added triethylamine (4.66 ml, 34 mmol). The reaction mixture was heated under reflux conditions to 50° C. for 12 h. The solvent was removed under reduced pressure and the residue was purified by column chromatography (silica gel, EtOAc/heptane) to yield the title compound (3.68 g, 16 mmol; 69%) as off-white semi-solid. MS (ESI): m/z=254.1 [M+NH4]+.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was purified by column chromatography (silica gel, EtOAc/heptane)

Sources & evidence

ORD record
ord-a8774a72758746ab8c7daaea1f903e8d
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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