Triethylamine → HCID 21411740, compound

HRID 2071611Notes

Reaction equation

HRID 2071611 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.C(N(CC)CC)C.[CH3:28][N:29]1[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]1>O1CCOCC1>[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:32]1[CH2:33][CH2:34][N:29]([CH3:28])[CH2:30][CH2:31]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 531671-MethylpiperazineHCID 214117332-Chloro-3,3-dimethyl-4-phenyl-3,4-dihydro-4-quinolinol

Product 1

HCID 21411740HCID 21411740, compoundYield 68.7%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2-Chloro-3,4-dihydro-3,3-dimethyl-4-phenylquinolin-4-ol (0.7g., 0.0025 mole) was dissolved in dry dioxan (10 ml.). Triethylamine (0.5g) followed by N-methylpiperazine (1.92g.) were added and the mixture stirred for 4 hours. The mixture was then evaporated down to a white solid residue which was recrystallised from isopropyl alcohol to give the title compound (0.60g., m.p. 268° - 269° C) [Found: C, 75.6; H, 8.1; N, 12.15% C22H27N3O requires C, 75.6; H, 7.8; N, 12.0%].

Workup

  1. additionwere added
  2. customThe mixture was then evaporated down to a white solid residue which
  3. customwas recrystallised from isopropyl alcohol

Sources & evidence

ORD record
ord-11465f434f934c74b12d263159944c0a
Source dataset
uspto-grants-1977_09
Patent number
US04048177

Reaction notes

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