Methanol → 3,5-Diphenyl-4-propoxy-1H-pyrazole

HRID 436608Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 436608
[C:1]1([C:7]2[C:11]([OH:12])=[C:10]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[NH:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C[O-].[Na+].CO.Br[CH2:25][CH2:26][CH3:27]>O>[CH2:25]([O:12][C:11]1[C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[N:8][NH:9][C:10]=1[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)[CH2:26][CH3:27]

Komponenten

6

Edukt 4

HCID 887MethanolHCID 78401-BromopropaneHCID 3149543,5-diphenyl-1H-pyrazol-4-olHCID 10942334Sodium Methoxide

Produkt 1

HCID 213980993,5-Diphenyl-4-propoxy-1H-pyrazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of 3,5-diphenyl-4-pyrazolol (10 g, 0.042 mole), sodium methoxide (2.27 g, 0.042 mole) and methanol (60 ml) is heated at 60° C for 2 hours. Then 1-bromopropane (5.17 g, 0.042 mole) is added slowly (5 minutes) at 60° C. The reaction mixture is then held at 60° C until the reaction is complete by tlc. The mixture is poured into water and the solid formed is isolated by filtration. Recrystallization of the solid from acetonitrile affords white crystals, 7.4 g (63%), melting point 142°-142.5° C.

Aufarbeitung

  1. customis then held at 60° C until the reaction
  2. customthe solid formed
  3. customis isolated by filtration
  4. customRecrystallization of the solid from acetonitrile
  5. customaffords white crystals, 7.4 g (63%), melting point 142°-142.5° C.

Quellen und Nachweise

ORD-Eintrag
ord-98b9d69c21a14415a03e4413ff4554ff
Quelldatensatz
uspto-grants-1977_02
Patentnummer
US04009277

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