Hydrochloric Acid → HCID 14257796, compound

HRID 2292060Notes

Reaction equation

HRID 2292060 reaction equation
[OH:1][C:2]1[C:10]2[O:9][C:8](C(O)=O)=[C:7]([CH3:14])[C:6]=2[CH:5]=[C:4]([CH3:15])[C:3]=1[CH3:16].Cl>N1C2C(=CC=CC=2)C=CC=1>[OH:1][C:2]1[C:10]2[O:9][CH:8]=[C:7]([CH3:14])[C:6]=2[CH:5]=[C:4]([CH3:15])[C:3]=1[CH3:16]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 14257795HCID 14257795, compound

Product 1

HCID 14257796HCID 14257796, compound

Reagents, catalysts & solvents 1

HCID 7047QuinolineSolvent

Procedure

The carboxylic acid from Step 1 (80 g, 0.37 mole) was dissolved in quinoline (750 mL) and Cu powder (16 g) was added to the solution. The reaction was heated to reflux for 90 min, cooled and 6N HCl (2L) was added. Extraction with EtOAc followed by chromatography on silica gel produced the title compound.

Workup

  1. temperatureThe reaction was heated
  2. temperatureto reflux for 90 min
  3. temperaturecooled
  4. extractionExtraction with EtOAc

Sources & evidence

ORD record
ord-ca7ae31c53884528a9f81a0224393cc4
Source dataset
uspto-grants-1989_01
Patent number
US04800228

Reaction notes

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