Benzoyl chloride → HCID 22165463, compound

HRID 569652Notes

Reaction equation

HRID 569652 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]2[C:6]3[CH2:7][CH2:8][CH2:9][NH:10][C:11]=3[CH2:12][CH2:13][C:4]=2[CH:3]=1.[C:16](Cl)(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>N1C=CC=CC=1>[C:16]([N:10]1[C:11]2[CH2:12][CH2:13][C:4]3[CH:3]=[C:2]([Cl:1])[CH:15]=[CH:14][C:5]=3[C:6]=2[CH2:7][CH2:8][CH2:9]1)(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 198331348-Chloro-1,2,3,4,5,6-hexahydrobenzo[f]quinoline

Product 1

HCID 22165463HCID 22165463, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

7.00 g (0.032 mol) of 8-chloro-1,2,3,4,5,6-hexahydrobenzo[f]quinoline were dissolved in 50 ml of pyridine and 6.75 g (0.048 mol) of benzoyl chloride were added dropwise thereto at 0°. After stirring at room temperature overnight the mixture was extracted with water and chloroform, dried with magnesium sulphate and the solvent was distilled off in vacuo. Chromatography (silica gel, chloroform-hexane, 1:1) and crystallization chloroform-hexane) gave 4-benzoyl-8-chloro-1,2,3,4,5,6-hexahydrobenzo[f]-quinoline as white crystals of melting point 194°-196°.

Workup

  1. customat 0°
  2. extractionwas extracted with water and chloroform
  3. dry with materialdried with magnesium sulphate
  4. distillationthe solvent was distilled off in vacuo
  5. customChromatography (silica gel, chloroform-hexane, 1:1) and crystallization chloroform-hexane)

Sources & evidence

ORD record
ord-3fe88d82181b48e2bb3980c3b8356f2a
Source dataset
uspto-grants-1988_03
Patent number
US04732979

Reaction notes

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