Hydrochloric Acid → HCID 20463309, compound

HRID 325948Notes

Reaction equation

HRID 325948 reaction equation
C([O:3][CH:4](OCC)[CH:5]([OH:15])[CH2:6][C:7]1[C:12]([Cl:13])=[CH:11][CH:10]=[CH:9][C:8]=1[Cl:14])C.Cl>C(O)C>[Cl:13][C:12]1[CH:11]=[CH:10][CH:9]=[C:8]([Cl:14])[C:7]=1[CH2:6][C:5](=[O:15])[CH2:4][OH:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 20463302HCID 20463302, compound

Product 1

HCID 20463309HCID 20463309, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

10 g of 1,1-diethoxy-2-hydroxy-3-(2',6'-dichlorophenyl)propane are dissolved in 40 ml of ethanol, 20 ml of concentrated hydrochloric acid are added, and the mixture is refluxed for 4 hours, then is evaporated to dryness. 10 ml of toluene are added and the solution is again evaporated to dryness in order to remove the water. The residue, crude 1-(2',6'-dichlorophenyl)-3-hydroxy-2-propanone, is used in Example 49 (d) below. After recrystallization from diisopropyl ether, the product melts at 111°-114° C.

Workup

  1. temperaturethe mixture is refluxed for 4 hours
  2. customis evaporated to dryness
  3. addition10 ml of toluene are added
  4. customthe solution is again evaporated to dryness in order
  5. customto remove the water
  6. customAfter recrystallization from diisopropyl ether

Sources & evidence

ORD record
ord-dfda5cb51850480b80cdd03f943e1d8f
Source dataset
uspto-grants-1984_04
Patent number
US04443466

Reaction notes

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