Hydrochloric Acid → HCID 53705343, compound

HRID 1415218Notes

Reaction equation

HRID 1415218 reaction equation
[C:1]([CH:4]1[C:8](=[O:9])[CH2:7][CH2:6][C:5]1=[O:10])(=[O:3])[CH3:2].[Cl:11][C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][C:19]=1[Cl:20])[CH:15]=O.N1CCOCC1.Cl>O.C(O)C>[Cl:11][C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][C:19]=1[Cl:20])[CH:15]=[CH:2][C:1]([CH:4]1[C:8](=[O:9])[CH2:7][CH2:6][C:5]1=[O:10])=[O:3]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8083MorpholineHCID 227103,4-DichlorobenzaldehydeHCID 3364732-Acetyl-1,3-cyclopentanedione

Product 1

HCID 53705343HCID 53705343, compoundYield 37.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

2-Acetyl-1,3-cyclopentanedione (3.13 g.) was treated with 3,4-dichlorobenzaldehyde (4.36 g.) in 140 ml. of ethanol under reflux for 4 hours in the presence of 5 ml. of morpholine. After cooling, the reaction mixture was poured into 150 ml. of water containing 7 ml. of conc. hydrochloric acid. Deposited crystals were separated by filtration and washed with water, and dried. 2-(3,4-Dichlorocinnamoyl)-1,3-cyclopentanedione (2.48 g., 37%) was obtained which showed mp. 190°- 191° C. after recrystallization from dioxane.

Workup

  1. temperatureAfter cooling
  2. additionthe reaction mixture was poured into 150 ml
  3. customDeposited crystals were separated by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-0cc9c682c8d6438daabb77fa6f991bab
Source dataset
uspto-grants-1977_01
Patent number
US04003936

Reaction notes

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