Trifluoroacetic acid → HCID 59711804, compound

HRID 2222179Notes

Reaction equation

HRID 2222179 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2(O)[CH2:15][O:14][CH2:13][CH2:12][O:11][CH2:10]2)=[CH:5][CH:4]=1.C([SiH](CC)CC)C.FC(F)(F)C(O)=O.C([O-])([O-])=O.[K+].[K+]>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:10][O:11][CH2:12][CH2:13][O:14][CH2:15]2)=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 6422Trifluoroacetic acidHCID 11430Potassium CarbonateHCID 12052TriethylsilaneHCID 59711803HCID 59711803, compound

Product 1

HCID 59711804HCID 59711804, compoundYield 100.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 6-(4-methoxyphenyl)-[1,4]-dioxepan-6-ol (6.20 g, 0.028 mol) in CH2Cl2 was added triethylsilane (3.53 g, 0.031 mol) and trifluoroacetic acid (35.1 g, 0.31 mol). The reaction mixture was allowed to stir overnight. The reaction was made basic with K2CO3 solution until pH=10. The organic layer was dried (MgSO4), filtered and evaporated to dryness to give the desired product as a red oil (5.84 g, 100%).

Workup

  1. dry with materialThe organic layer was dried (MgSO4)
  2. filtrationfiltered
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-8ee3e722f8394e8e98c75c816412abc8
Source dataset
uspto-grants-2008_05
Patent number
US07371748B2

Reaction notes

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