Pyridine → HCID 21411734, compound

HRID 2071610Notes

Reaction equation

HRID 2071610 reaction equation
Cl[C:2]1[C:11]([CH3:13])([CH3:12])[C:10]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)([OH:14])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[N:21]1[CH:26]=CC=C[CH:22]=1>CNC.C(O)C>[CH3:12][C:11]1([CH3:13])[C:10]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)([OH:14])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=[C:2]1[N:21]([CH3:26])[CH3:22]

Participants

5

Reactant 2

HCID 1049PyridineHCID 214117332-Chloro-3,3-dimethyl-4-phenyl-3,4-dihydro-4-quinolinol

Product 1

HCID 21411734HCID 21411734, compoundYield 75.7%

Reagents, catalysts & solvents 2

HCID 674DimethylamineSolventHCID 702EthanolSolvent

Procedure

2-Chloro-3,4-dihydro-3,3-dimethyl-4-phenylquinolin-4-ol (1.0g., 0.0035 mole) was dissolved in a mixture of a 33% w/v solution of dimethylamine in ethanol (15 ml.) and pyridine (0.6 ml. 0.0075 mole). The solution was stirred for 24 hours, then partially evaporated and allowed to crystallise to give the title compound (0.78g., m.p. 170° - 173° C) [Found: C, 77.4; H, 7.75; N, 9.5% C19H22N2O requires: C, 77.5; H, 7.5; N, 9.5%].

Workup

  1. custompartially evaporated
  2. customto crystallise

Sources & evidence

ORD record
ord-66a3629e618848ff8c2136214b7e8f85
Source dataset
uspto-grants-1977_09
Patent number
US04048177

Reaction notes

Loading…