Hydrochloric Acid → HCID 13763322, compound

HRID 543221Notes

Reaction equation

HRID 543221 reaction equation
[CH3:1][CH2:2][CH2:3][C:4]1[C:9]([OH:10])=[C:8]([C:11]([CH3:13])=[O:12])[CH:7]=[CH:6][C:5]=1[OH:14].C(=O)([O-])[O-].[K+].[K+].Cl[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][OH:28].Cl>C(C(C)=O)C>[C:11]([C:8]1[CH:7]=[CH:6][C:5]([O:14][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][OH:28])=[C:4]([CH2:3][CH2:2][CH3:1])[C:9]=1[OH:10])(=[O:12])[CH3:13]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 748286-Chloro-1-hexanolHCID 27751982',4'-Dihydroxy-3'-propylacetophenone

Product 1

HCID 13763322HCID 13763322, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A solution of 10 g. of 2,4-dihydroxy-3-propylacetophenone, 8 g. of potassium carbonate, and 7.1 g. of 6-chloro-1-hexanol in 50 ml. of methyl ethyl ketone was heated to reflux overnight. Upon cooling, dilute hydrochloric acid was added and the resulting organic layer was separated, dried over sodium sulfate, and evaporated to dryness. The residue was purified by chromatography giving 2.87 g. of the title product as an oily solid.

Workup

  1. temperatureto reflux overnight
  2. temperatureUpon cooling
  3. customthe resulting organic layer was separated
  4. dry with materialdried over sodium sulfate
  5. customevaporated to dryness
  6. customThe residue was purified by chromatography
  7. customgiving 2.87 g

Sources & evidence

ORD record
ord-03f48529c63a4f8c9a0b7d59b8805cbb
Source dataset
uspto-grants-1987_04
Patent number
US04661505

Reaction notes

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