Water → HCID 11264022, compound

HRID 1745862Notes

Reaction equation

HRID 1745862 reaction equation
[OH-:1].[Na+].[OH2:3].Cl[CH:5](Cl)[C:6]([C:8]1[CH:13]=[C:12]([CH3:14])[C:11]([CH3:15])=[CH:10][C:9]=1[CH3:16])=[O:7]>CC(OC)(C)C>[CH3:16][C:9]1[CH:10]=[C:11]([CH3:15])[C:12]([CH3:14])=[CH:13][C:8]=1[CH:6]([OH:7])[C:5]([OH:3])=[O:1]

Participants

5

Reactant 3

HCID 962Water2×HCID 14798Sodium HydroxideHCID 11172287HCID 11172287, compound

Product 1

HCID 11264022HCID 11264022, compound

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent

Procedure

222 g of 45% sodium hydroxide solution and 400 ml of water are initially charged and heated to reflux. Within approx. 90 minutes, 115.6 g of 2,2-dichloro-1-(2,4,5-trimethylphenyl)ethanone are added dropwise. Subsequently, the reaction mixture is boiled for a further hour, then admixed at 45° C. with 400 ml of water and at room temperature with 400 ml of MTBE, the phases are separated, the aqueous phase is extracted once again with 300 ml of MTBE, and is then acidified with sulfuric acid and the precipitated solid is filtered off with suction. The solid is then washed three times with 50 ml each time of water and then dried. 102.4 g of white solid are obtained which, by GC, contains 91.9% of target product=94.1 g=96.9% of theory.

Workup

  1. temperatureheated to reflux
  2. waitSubsequently, the reaction mixture is boiled for a further hour
  3. customthe phases are separated
  4. extractionthe aqueous phase is extracted once again with 300 ml of MTBE
  5. filtrationthe precipitated solid is filtered off with suction
  6. washThe solid is then washed three times with 50 ml each time of water
  7. customdried

Sources & evidence

ORD record
ord-c924adc302c848e996e56875ab67ce61
Source dataset
uspto-grants-2006_03
Patent number
US07019166B2

Reaction notes

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