Potassium Carbonate → HCID 70596647, compound

HRID 1856200Notes

Reaction equation

HRID 1856200 reaction equation
[C:1]1([S:7][C:8]2[CH2:9][CH2:10][NH:11][CH2:12][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:14][CH2:15][CH2:16][CH2:17][C:18]([C:20]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=1)=O.C(=O)([O-])[O-:28].[K+].[K+]>C1(C)C=CC=CC=1>[ClH:14].[F:26][C:23]1[CH:24]=[CH:25][C:20]([CH2:18][C:17](=[O:28])[CH2:16][CH2:15][N:11]2[CH2:10][CH:9]=[C:8]([S:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH2:13][CH2:12]2)=[CH:21][CH:22]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 197503-(4-Fluorobenzoyl)propyl chlorideHCID 23346234HCID 23346234, compound

Product 1

HCID 70596647HCID 70596647, compoundYield 36.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 16.7 g of 4-(phenylthio)-1,2,3,6-tetrahydropyridine, 17.6 g of 4-chloro-p-fluorobutyrophenone and 20 g of potassium carbonate in 200 ml of toluene is refluxed for 48 hours. The inorganic salts are separated by filtration. The filtrate is evaporated, and the residue is treated with dilute hydrochloric acid. The resulting precipitate is collected to afford 12.5 g (36.4%) of tan powder, m.p. 165°-170° C. dec. Three recrystallizations from acetonitrile gives tan plates, m.p. 172°-174° C. dec.

Workup

  1. temperatureis refluxed for 48 hours
  2. customThe inorganic salts are separated by filtration
  3. customThe filtrate is evaporated
  4. additionthe residue is treated with dilute hydrochloric acid
  5. customThe resulting precipitate is collected

Sources & evidence

ORD record
ord-66f934b612ac4321946eff24f683d3dc
Source dataset
uspto-grants-1980_08
Patent number
US04218455

Reaction notes

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