Pyridine → HCID 21485618, compound

HRID 1415031Notes

Reaction equation

HRID 1415031 reaction equation
[CH2:1]([CH:4]1[C:9](=[O:10])[CH2:8][CH2:7][CH2:6][C:5]1=[O:11])[CH2:2][CH3:3].N1C=CC=CC=1.[CH3:18][O:19][C:20]1[CH:21]=[C:22]([CH2:26][CH2:27][CH2:28][C:29](=[O:32])[CH:30]=[CH2:31])[CH:23]=[CH:24][CH:25]=1>C1C=CC=CC=1>[CH3:18][O:19][C:20]1[CH:21]=[C:22]([CH2:26][CH2:27][CH2:28][C:29](=[O:32])[CH2:30][CH2:31][C:4]2([CH2:1][CH2:2][CH3:3])[C:5](=[O:11])[CH2:6][CH2:7][CH2:8][C:9]2=[O:10])[CH:23]=[CH:24][CH:25]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 544109HCID 544109, compoundHCID 107982386-m-Methoxyphenylhex-1-en-3-one

Product 1

HCID 21485618HCID 21485618, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Dissolve 2-propylcyclohexane-1,3-dione (36.3 g) in benzene (400 cc) containing pyridine (21.2 cc). Add 6-m-methoxyphenylhex-1-en-3-one (43.2 g) and reflux the solution over night. Cool the reaction mixture, wash with water, aqueous sodium carbonate, and 10% aqueous sulfuric acid, dry and remove the solvents under reduced pressure to obtain 2-(6-m-methoxyphenyl-3-oxohexyl)-2-propylcyclohexane-1,3-dione.

Workup

  1. temperatureCool the reaction mixture
  2. washwash with water, aqueous sodium carbonate, and 10% aqueous sulfuric acid
  3. customdry
  4. customremove the solvents under reduced pressure

Sources & evidence

ORD record
ord-f45bdefb6d5c4907b37dad74116e25bd
Source dataset
uspto-grants-1977_01
Patent number
US04002746

Reaction notes

Loading…