Water → HCID 20088731, compound

HRID 1390939Notes

Reaction equation

HRID 1390939 reaction equation
[C:1]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)(=[O:5])[CH2:2][CH2:3][CH3:4].O.C(N(CC[Cl:20])CC)C>C(C(C)=O)C>[ClH:20].[C:1]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)(=[O:5])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 962WaterHCID 10315ButyrophenoneHCID 13364Diethylaminoethyl chloride

Product 1

HCID 20088731HCID 20088731, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

Five grams of the butyrophenone are dissolved in 100 mls of methyl ethyl ketone; 4.2 grams of water-free potash are added to this. The reaction medium is well stirred while adding dropwise 5.2 grams of diethylaminoethylchloride. This mixture is boiled under reflux for 3 days. The inorganic salts are sucked off, the methyl ethyl ketone is evaporated in vacuo, and, after taking up the residue in ether, it is washed several times with water. After drying the ethereal phase with sodium sulfate, the hydrochloride is precipitated by adding ethereal hydrochloric acid. 4-[2-N,N-diethylamino)-ethoxy]-3,5-dimethyl-γ-[4'-chloro-3'-methyl)-phenoxy]-butyrophenone hydrochloride (Melting point of 156° C.), is obtained.

Workup

  1. temperatureunder reflux for 3 days
  2. customthe methyl ethyl ketone is evaporated in vacuo
  3. washit is washed several times with water
  4. dry with materialAfter drying the ethereal phase with sodium sulfate
  5. customthe hydrochloride is precipitated
  6. additionby adding ethereal hydrochloric acid

Sources & evidence

ORD record
ord-86f1ab8768ec49f189f06bc57ef15d5a
Source dataset
uspto-grants-1979_02
Patent number
US04140770

Reaction notes

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