Trifluoroacetic acid → HCID 12269392, compound

HRID 413509Notes

Reaction equation

HRID 413509 reaction equation
FC(F)(F)C(O)=O.[Br:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH:15](O)[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C([SiH](CC)CC)C>>[Br:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:15][CH2:16][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 12715432HCID 12715432, compound

Product 1

HCID 12269392HCID 12269392, compoundYield 52%

Procedure

Trifluoroacetic acid (46 ml) was added in one portion to a stirred mixture of 1-(2-bromophenyl)-2-phenylethan-1-ol (16.51 g, prepared as described in Example 3) and triethylsilane (13.80 g). The resulting mixture was stirred at room temperature for about 22 hours, then the excess trifluoroacetic acid was removed under reduced pressure. The residue was dissolved in ether and washed successively with water, aqueous sodium bicarbonate (×3) and water (×2), then dried, concentrated under reduced pressure, and chromatographed using 10% dichloromethane in petrol as eluant to give 1-(2-bromophenyl)-2-phenylethane (8.02 g, 52%) as a colourless oil.

Workup

  1. customthe excess trifluoroacetic acid was removed under reduced pressure
  2. dissolutionThe residue was dissolved in ether
  3. washwashed successively with water, aqueous sodium bicarbonate (×3) and water (×2)
  4. customdried
  5. concentrationconcentrated under reduced pressure
  6. customchromatographed

Sources & evidence

ORD record
ord-c8cb4de101324c76817075c1ca36c64f
Source dataset
uspto-grants-2003_05
Patent number
US06566547B1

Reaction notes

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