Chloroform → HCID 19833122, compound

HRID 1639376Notes

Reaction equation

HRID 1639376 reaction equation
[Cl:1][C:2]1[C:15]([Cl:16])=[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:17](OC(=O)C)(=[O:19])[CH3:18].C(Cl)(Cl)Cl>N1C=CC=CC=1.CCOCC>[C:17]([N:10]1[C:11]2[CH2:12][CH2:13][C:4]3[CH:3]=[C:2]([Cl:1])[C:15]([Cl:16])=[CH:14][C:5]=3[C:6]=2[CH2:7][CH2:8][CH2:9]1)(=[O:19])[CH3:18]

Participants

6

Reactant 3

HCID 6212ChloroformHCID 7918Acetic AnhydrideHCID 19833129HCID 19833129, compound

Product 1

HCID 19833122HCID 19833122, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 3283Diethyl EtherSolvent

Procedure

6.17 g (0.024 mol) of 8,9-dichloro-1,2,3,4,5,6-hexahydrobenzo[f]quinoline are dissolved in 10 ml of pyridine, 9 ml (0.09 mol) of acetic anhydride are added dropwise thereto and the mixture is stirred at room temperature for 17 hours. Chromatography on silica gel with chloroform yields a product which is suspended in ether and removed by filtration. There is obtained 4-acetyl-8,9-dichloro-1,2,3,4,5,6-hexahydrobenzo[f]quinoline with melting point 146°-148°.

Workup

  1. customremoved by filtration

Sources & evidence

ORD record
ord-2b8af3dda3464fa08d0b26b736ae6fb2
Source dataset
uspto-grants-1989_11
Patent number
US04883815

Reaction notes

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