Formaldehyde → 2-Cyano-2-(2-pyridyl)-2-phenyl ethanol

HRID 28267

Reaktionsgleichung

Reaktionsgleichung von HRID 28267
[C:1]1([CH:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)[C:8]#[N:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.N1C=CC=CC=1.[CH2:22]=[O:23].[OH-].C([N+](CC)(CC)CC)C1C=CC=CC=1>O>[C:8]([C:7]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=1)([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[CH2:22][OH:23])#[N:9]

Komponenten

6

Edukt 4

HCID 712FormaldehydeHCID 1049PyridineHCID 74601Benzyltriethylammonium hydroxideHCID 95510alpha-Phenyl-2-pyridineacetonitrile

Produkt 1

HCID 233399272-Cyano-2-(2-pyridyl)-2-phenyl ethanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To an ice cold stirred solution of phenyl-2-pyridyl acetonitrile* (50 g., 0.26 mole) in 350 ml. of pyridine containing a suspension of paraformaldehyde (31 g., 1.0 mole) is added 1 ml. of benzyl triethylammonium hydroxide. The mixture is stirred under nitrogen at room temperature for 24 hours. The reaction mixture is poured into water and extracted with ether. The combined ether extracts are washed with water, saturated sodium chloride solution and dried over magnesium sulfate. The solvent is evaporated to give a thick oil 58 g, which is identified by nmr.

Aufarbeitung

  1. additionis added 1 ml
  2. extractionextracted with ether
  3. washThe combined ether extracts are washed with water, saturated sodium chloride solution
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent is evaporated

Quellen und Nachweise

ORD-Eintrag
ord-431ebc92c4514c90b13adef98fe73719
Quelldatensatz
uspto-grants-1980_09
Patentnummer
US04225723

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