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Hydrochloric Acid → 3,3-Bisfluoromethyl-1-(4-chlorophenoxy)-1-(1,2,4-triazol-1-yl)-butan-2-ol

HRID 2198767
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2198767
[F:1][CH2:2][C:3]([CH2:21][F:22])([CH3:20])[C:4](=[O:19])[CH:5]([O:11][C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=1)[N:6]1[CH:10]=[N:9][CH:8]=[N:7]1.[BH4-].[Na+].Cl>CO>[F:1][CH2:2][C:3]([CH2:21][F:22])([CH3:20])[CH:4]([OH:19])[CH:5]([O:11][C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=1)[N:6]1[CH:10]=[N:9][CH:8]=[N:7]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 12899882HCID 12899882, Verbindung

Produkt 1

HCID 128998833,3-Bisfluoromethyl-1-(4-chlorophenoxy)-1-(1,2,4-triazol-1-yl)-butan-2-olAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

130.5 g (0.395 mol) of 3,3-bisfluoromethyl-1-(4-chlorophenoxy)-1-(1,2,4-triazol-1-yl)-2-butanone were dissolved in 800 ml of methanol, and 21 g (0.55 mol) of sodium borohydride were added in portions. The reaction solution was subsequently stirred for 15 hours and was then adjusted to a pH value of 3 with concentrated hydrochloric acid. The mixture was then stirred for 2 hours. After distilling off the solvent in vacuo, water/sodium bicarbonate were added to the residue and the mixture was extracted by shaking with 600 ml of methylene chloride. The combined organic phases were dried over sodium sulphate and concentrated in vacuo. The residue was crystallized with diisopropyl ether. 112 g (86% of theory) of 3,3-bisfluoromethyl-1-(4-chlorophenoxy)-1-(1,2,4-triazol-1-yl)-butan-2-ol of melting point 97°-102° C. were obtained. ##STR77##

Aufarbeitung

  1. stirringThe mixture was then stirred for 2 hours
  2. distillationAfter distilling off the solvent in vacuo, water/sodium bicarbonate
  3. additionwere added to the residue
  4. extractionthe mixture was extracted
  5. stirringby shaking with 600 ml of methylene chloride
  6. dry with materialThe combined organic phases were dried over sodium sulphate
  7. concentrationconcentrated in vacuo
  8. customThe residue was crystallized with diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-34533da1e57c499abd5a89384401178b
Quelldatensatz
uspto-grants-1982_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04359470

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