Potassium Bromide → HCID 23245522, compound

HRID 2304853Notes

Reaction equation

HRID 2304853 reaction equation
[F:1][C:2]([F:21])([F:20])[C:3]([C:16]([F:19])([F:18])[F:17])([OH:15])/[CH:4]=[CH:5]\[CH2:6][C:7]([CH3:14])([CH3:13])[CH2:8][CH2:9][CH2:10][CH2:11][OH:12].[K+].[Br-].C([O-])(O)=O.[Na+].[O-]Cl.[Na+]>ClCCl.O.CC1(C)N([O])C(C)(C)CCC1>[F:1][C:2]([F:20])([F:21])[C:3]([OH:15])([C:16]([F:18])([F:19])[F:17])/[CH:4]=[CH:5]\[CH2:6][C:7]([CH3:14])([CH3:13])[CH2:8][CH2:9][CH2:10][CH:11]=[O:12]

Participants

8

Reactant 4

HCID 253877Potassium BromideHCID 516892Sodium BicarbonateHCID 11484086HCID 11484086, compoundHCID 23665760Sodium Hypochlorite

Product 1

HCID 23245522HCID 23245522, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6344DichloromethaneSolventHCID 2724126TempoSolvent

Procedure

To a solution of 3.39 g of (Z)-10,10,10-trifluoro-5,5-dimethyl-9-trifluormethyl-dec-7-ene-1,9-diol in 15 ml of dichloromethane was added a solution of 90 mg of KBr and 336 mg of NaHCO3 in 14 ml of water and 8.5 mg of 2,2,6,6-tetramethylpiperidin-1-oxyl, radical, and the mixture was treated at 0° under vigorous stirring with 8.00 g of aqueous NaOCl (10.8%) over 1 h. The organic layer was washed with sat. aqueous NaCl, dried over MgSO4 and evaporated to give 2.92 g of the pure (t.l.c.) title compound as a pale yellow oil. IR (neat): 1718s (C═O).

Workup

  1. additionradical, and the mixture was treated at 0°
  2. washThe organic layer was washed with sat. aqueous NaCl
  3. dry with materialdried over MgSO4
  4. customevaporated

Sources & evidence

ORD record
ord-b37589f345094da48b019db9ca911bb2
Source dataset
uspto-grants-2002_08
Patent number
US06437142B1

Reaction notes

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