1-(Bromomethyl)-4-(trifluoromethyl)benzene → HCID 68746253, compound

HRID 2378543Notes

Reaction equation

HRID 2378543 reaction equation
[Br:1][C:2]1[C:3]([OH:15])=[N:4][CH:5]=[C:6]([CH2:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:7]=1.[F:16][C:17]([F:27])([F:26])[C:18]1[CH:25]=[CH:24][C:21]([CH2:22]Br)=[CH:20][CH:19]=1>C(Cl)(Cl)Cl.C(=O)([O-])[O-].[Ag+2]>[Br:1][C:2]1[CH:7]=[C:6]([CH2:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:5]=[N:4][C:3]=1[O:15][CH2:22][C:21]1[CH:20]=[CH:19][C:18]([C:17]([F:16])([F:26])[F:27])=[CH:25][CH:24]=1

Participants

5

Reactant 2

HCID 1230621-(Bromomethyl)-4-(trifluoromethyl)benzeneHCID 178471151HCID 178471151, compound

Product 1

HCID 68746253HCID 68746253, compoundYield 101.1%

Reagents, catalysts & solvents 2

HCID 178418647HCID 178418647, compoundCatalystHCID 6212ChloroformSolvent

Procedure

A solution of Intermediate 36 (71.5 mg) in chloroform (7 ml) was added with 4-trifluoromethylbenzyl bromide (109.2 mg, TCI) and silver carbonate (120 mg, WAKO), and stirred at room temperature for 11 hours under light shielding. The reaction mixture was filtered, and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (Quad, hexane:ethyl acetate=6:1) to obtain the title compound (Compound No. E-13, 114 mg).

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe solvent was evaporated under reduced pressure
  3. customThe residue was purified by column chromatography (Quad, hexane:ethyl acetate=6:1)

Sources & evidence

ORD record
ord-fab40236a1e04a79965d8c9194d10e50
Source dataset
uspto-grants-2008_12
Patent number
US07470807B2

Reaction notes

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