Hydrochloric Acid → HCID 18521588, compound

HRID 1374576Notes

Reaction equation

HRID 1374576 reaction equation
[Mn]([O-])(=O)(=O)=[O:2].[K+].[Br:7][CH2:8][CH2:9][CH2:10][C:11]([O:13][C:14]1[CH:19]=[C:18]([CH3:20])[CH:17]=[C:16]([CH3:21])[C:15]=1[C:22]([CH3:27])([CH3:26])[CH2:23][CH:24]=[O:25])=[O:12].Cl>O.CC(C)=O>[Br:7][CH2:8][CH2:9][CH2:10][C:11]([O:13][C:14]1[CH:19]=[C:18]([CH3:20])[CH:17]=[C:16]([CH3:21])[C:15]=1[C:22]([CH3:27])([CH3:26])[CH2:23][C:24]([OH:2])=[O:25])=[O:12]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 516875Potassium PermanganateHCID 18521566HCID 18521566, compound

Product 1

HCID 18521588HCID 18521588, compoundYield 114.9%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolvent2×HCID 962WaterSolvent2×

Procedure

A solution of 1 g of potassium permanganate in a mixture of 46 cm3 of distilled water and 30 cm3 of acetone is added dropwise, at 20° C., to 2.3 g of 3-[2-(4-bromobutyryloxy)4,6-dimethylphenyl]-3,3-dimethylpropanal in solution in 200 cm3 of acetone. After stirring for 24 hours, the reaction mixture is supplemented with 100 cm3 of distilled water, acidified to pH 1–2 by addition of a 1 N aqeuous hydrochloric acid solution, and then extracted with five times 100 cm3 of dichloromethane. The organic phases are combined, dried over magnesium sulfate, filtered and then concentrated to dryness under reduced pressure (2.7 kPa). 2.7 g of 3-[2-(4-bromobutyryloxy)4,6-dimethylphenyl]-3,3-dimethylpropionic acid are obtained in the form of a colorless oil.

Workup

  1. extractionextracted with five times 100 cm3 of dichloromethane
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated to dryness under reduced pressure (2.7 kPa)

Sources & evidence

ORD record
ord-9b35b4c33be14e20849ed2c0e2a2774d
Source dataset
uspto-grants-2007_01
Patent number
US07166594B2

Reaction notes

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