Trifluoroacetic acid → HCID 14329267, compound

HRID 1194772Notes

Reaction equation

HRID 1194772 reaction equation
FC(F)(F)C(O)=O.C(=O)([O-])[O-].[Na+].[Na+].[O:14]([C:21]1[CH:26]=[CH:25][C:24]([C:27](=[C:30]2[S:35][CH2:34][S:33][CH2:32][S:31]2)[CH2:28][CH3:29])=[CH:23][CH:22]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>ClCCl.C([SiH](CC)CC)C>[O:14]([C:21]1[CH:26]=[CH:25][C:24]([CH:27]([CH:30]2[S:31][CH2:32][S:33][CH2:34][S:35]2)[CH2:28][CH3:29])=[CH:23][CH:22]=1)[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

6

Reactant 3

HCID 6422Trifluoroacetic acidHCID 10340Sodium CarbonateHCID 14329340HCID 14329340, compound

Product 1

HCID 14329267HCID 14329267, compoundYield 90.5%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolvent2×HCID 12052TriethylsilaneSolvent

Procedure

In 10 ml of anhydrous dichloromethane were dissolved in 1.0 g of 2-{1-(4-phenoxyphenyl)propan-1-ylidene}-1,3,5-trithiane and 0.67 g of triethylsilane, and a solution prepared by diluting 1 ml of trifluoroacetic acid with 5 ml of dichloromethane was added dropwise at room temperature. The resulting solution was stirred overnight. After sodium carbonate powder was added, the resulting mixture was washed with water and dried over anhydrous sodium sulfate. The solvent was removed by distillation, and then the residue was purified by a silica gel column chromatography (chloroform:hexane=2:1) to give 0.91 g of the desired compound.

Workup

  1. additionwas added dropwise at room temperature
  2. washthe resulting mixture was washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was removed by distillation
  5. customthe residue was purified by a silica gel column chromatography (chloroform:hexane=2:1)

Sources & evidence

ORD record
ord-c8ed0a67112b48e8884cb22e89d9fa63
Source dataset
uspto-grants-1989_03
Patent number
US04816475

Reaction notes

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