Methanol → HCID 19792172, Verbindung

HRID 653710Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 653710
[CH2:1]([C:5]1[N:9]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[C:23]#[N:24])=[CH:13][CH:12]=2)[C:8]2[C:25]([C:29](OC)=[O:30])=[CH:26][CH:27]=[CH:28][C:7]=2[N:6]=1)[CH2:2][CH2:3][CH3:4].CO>O1CCCC1>[CH2:1]([C:5]1[N:9]([CH2:10][C:11]2[CH:12]=[CH:13][C:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[C:23]#[N:24])=[CH:15][CH:16]=2)[C:8]2[C:25]([CH2:29][OH:30])=[CH:26][CH:27]=[CH:28][C:7]=2[N:6]=1)[CH2:2][CH2:3][CH3:4]

Komponenten

4

Edukt 2

HCID 887MethanolHCID 18693194Methyl 2-butyl-1-[(2'-cyanobiphenyl-4-yl)methyl]benzimidazole-7-carboxylate

Produkt 1

HCID 19792172HCID 19792172, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of methyl 2-butyl-1-[(2'-cyanobiphenyl-4-yl)methyl]benzimidazole-7-carboxylate (10 g) and NaBH. (2.2 g) in tetrahydrofuran (100 ml) was added dropwise methanol (19 ml) during 80 minutes. The mixture was heated for 27 further hours under reflux, and the reaction mixture was concentrated to dryness. To the concentrate was added water, which was neutralized with conc. HCl. Crystals thus separated were collected by filtration. Recrystallization from methanol afforded colorless needles (8.8 g, 93%), m.p. 203°-204° C.

Aufarbeitung

  1. temperatureThe mixture was heated for 27 further hours
  2. temperatureunder reflux
  3. concentrationthe reaction mixture was concentrated to dryness
  4. additionTo the concentrate was added water, which
  5. customCrystals thus separated
  6. filtrationwere collected by filtration
  7. customRecrystallization from methanol afforded colorless needles (8.8 g, 93%), m.p. 203°-204° C.

Quellen und Nachweise

ORD-Eintrag
ord-a6e06ebe3c2344b990394083d2732246
Quelldatensatz
uspto-grants-1992_07
Patentnummer
US05128356

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