Hydrogen Peroxide → HCID 15414663, compound

HRID 1376313Notes

Reaction equation

HRID 1376313 reaction equation
FC(F)(F)C(O[C:6](=[O:11])[C:7](F)(F)F)=O.OO.[Br:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]C=C.FC(F)(F)C([O-])=[O:31].C([NH+](CC)CC)C>ClCCl>[Br:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH:6]([OH:11])[CH2:7][OH:31]

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 9845Trifluoroacetic anhydrideHCID 28414811-Bromo-1-undeceneHCID 21903048HCID 21903048, compound

Product 1

HCID 15414663HCID 15414663, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Trifluoroacetic anhydride (27.52 g, 0.139 moles) and hydrogen peroxide 30% (11.83 g, 0.348 moles) in dichloromethane (120 mls), were added to a stirred solution of 1-bromoundec-10-ene (24.50 g, 0.105 moles) and triethylammonium trifluoroacetate (11.38 g, 0.053 moles) in dichloromethane (125 mls). Stirring was continued for one hour after the addition was complete, after which time the solvent was evaporated. The residue was taken up into ether and washed with water and 2M sodium carbonate. The organics were then dried (MgSO4), filtered and evaporated. The solid was then triturated with 40-60 petrol and filtered to give the product as a white solid. (5.3 g, 20%).

Workup

  1. additionafter the addition
  2. customafter which time the solvent was evaporated
  3. washwashed with water and 2M sodium carbonate
  4. dry with materialThe organics were then dried (MgSO4)
  5. filtrationfiltered
  6. customevaporated
  7. customThe solid was then triturated with 40-60 petrol
  8. filtrationfiltered

Sources & evidence

ORD record
ord-25340f6532d5447abce7f577585cac07
Source dataset
uspto-grants-1997_09
Patent number
US05663042

Reaction notes

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