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Hydrochloric Acid → 3-Cyclohexyl-1-(5-methyl-1,3-dioxan-5-yl)-2-(1,2,4-triazol-1-yl)-propan-1-ol

HRID 1731543
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1731543
[BH4-].[Na+].[OH-].[Na+].[CH:5]1([CH2:11][CH:12]([N:22]2[CH:26]=[N:25][CH:24]=[N:23]2)[C:13]([C:15]2([CH3:21])[CH2:20][O:19][CH2:18][O:17][CH2:16]2)=[O:14])[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1.[Cl-].[Ca+2].[Cl-].Cl>C(O)C>[CH:5]1([CH2:11][CH:12]([N:22]2[CH:26]=[N:25][CH:24]=[N:23]2)[CH:13]([C:15]2([CH3:21])[CH2:16][O:17][CH2:18][O:19][CH2:20]2)[OH:14])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]1
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Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 4311764Sodium borohydrideHCID 5284359Calcium ChlorideHCID 134557193-Cyclohexyl-1-(5-methyl-1,3-dioxan-5-yl)-2-(1,2,4-triazol-1-yl)-propan-1-one

Produkt 1

HCID 13455720
3-Cyclohexyl-1-(5-methyl-1,3-dioxan-5-yl)-2-(1,2,4-triazol-1-yl)-propan-1-ol
Ausbeute 101,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

A solution of 0.7 g (0.02 mol) of sodium borohydride in 3 ml of 0.1 normal aqueous sodium hydroxide solution is added to a mixture of 6.0 g (0.02 mol) of 3-cyclohexyl-1-(5-methyl-1,3-dioxan-5-yl)-2-(1,2,4-triazol-1-yl)-propan-1-one, 2.3 g of powdered calcium chloride and 30 ml of ethanol, while cooling with ice. When the evolution of gas has ended, the precipitate formed is dissolved again by addition of 30 ml of ethanol and 50 ml of dilute hydrochloric acid, the solution is concentrated to 60 ml in vacuo and the concentrate is neutralized with aqueous bicarbonate solution and extracted twice with 100 ml of methylene chloride each time. The combined organic phases are washed with water, dried over sodium sulphate and freed from the solvent in vacuo. 6.3 g (100% of theory) of 3-cyclohexyl-1-(5-methyl-1,3-dioxan-5-yl)-2-(1,2,4-triazol-1-yl)-propan-1-ol are obtained as a colorless oil.

Aufarbeitung

  1. temperaturewhile cooling with ice
  2. customthe precipitate formed
  3. concentrationthe solution is concentrated to 60 ml in vacuo
  4. extractionextracted twice with 100 ml of methylene chloride each time
  5. washThe combined organic phases are washed with water
  6. dry with materialdried over sodium sulphate

Quellen und Nachweise

ORD-Eintrag
ord-fae2cd460e7249a8b7081c6384830420
Quelldatensatz
uspto-grants-1986_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04622334

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