HCID 54135524, compound → HCID 21520541, compound

HRID 1282956Notes

Reaction equation

HRID 1282956 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:17]=[CH:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([C:18](C)([C:22](O)=O)[C:19]([OH:21])=[O:20])[CH:14]=3)[N:9]=2)=[CH:4][CH:3]=1>C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:17]=[CH:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([CH:18]([CH3:22])[C:19]([OH:21])=[O:20])[CH:14]=3)[N:9]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 54135524HCID 54135524, compound

Product 1

HCID 21520541HCID 21520541, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

10 g of 2-(p-chlorophenyl)-α-methyl-6-quinolinemalonic acid are heated to 190°C for 20 minutes. The melt is cooled and dissolved in ethyl acetate, and the solution is extracted with 0.5 N sodium carbonate solution. The sodium carbonate extracts are adjusted to pH 5 and extracted with ethyl acetate. The ethyl acetate extracts, on evaporation and recrystallisation of the residue from ethyl acetate-petroleum ether, yield 2-(p-chlorphenyl)-α-methyl-6-quinolineacetic acid of melting point 188°-189°C.

Workup

  1. temperatureThe melt is cooled
  2. extractionthe solution is extracted with 0.5 N sodium carbonate solution
  3. extractionextracted with ethyl acetate
  4. customThe ethyl acetate extracts, on evaporation and recrystallisation of the residue from ethyl acetate-petroleum ether

Sources & evidence

ORD record
ord-ce5c56daa02246ee93fabe4fb82cb8bb
Source dataset
uspto-grants-1976_08
Patent number
US03973022

Reaction notes

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