Hydrochloric Acid → HCID 56606616, compound

HRID 1981916Notes

Reaction equation

HRID 1981916 reaction equation
[CH2:1]([CH2:4][CH:5]([OH:14])[C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:7])[CH:2]=[CH2:3].[OH-].[K+].CO.Cl>C(O)CCC>[OH:14][CH:5]([CH2:4][CH:1]=[CH:2][CH3:3])[C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:7]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14797Potassium HydroxideHCID 54378788HCID 54378788, compound

Product 1

HCID 56606616HCID 56606616, compoundYield 45.1%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

Then to 233 grams of 3-allyl-2-hydroxypropiophenone are added 212 grams of potassium hydroxide, 200 ml of methanol and 1100 ml of n-butanol and the mixture is heated to reflux for twenty four hours. It is then poured into ice water, acidified with concentrated hydrochloric acid, crystals separated out therefrom are collected by filtration, washed with water and recrystallized from methanol to give 105 grams of 2-hydroxy-3-propenylpropiophenone, yellow needles, melting point 83° to 85° C.

Workup

  1. temperaturethe mixture is heated
  2. temperatureto reflux for twenty four hours
  3. customseparated out
  4. filtrationtherefrom are collected by filtration
  5. washwashed with water
  6. customrecrystallized from methanol

Sources & evidence

ORD record
ord-579772a2ca2640c4aa44e182b49069f3
Source dataset
uspto-grants-1986_06
Patent number
US04594345

Reaction notes

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