Formaldehyde → 2-Cyano-2-(4-chlorophenyl)propan-1-ol

HRID 28260

Reaktionsgleichung

Reaktionsgleichung von HRID 28260
[CH3:1][CH:2]([C:10]#[N:11])[C:3]1[CH:8]=[CH:7][C:6]([Cl:9])=[CH:5][CH:4]=1.N1C=CC=CC=1.[CH2:18]=[O:19].[OH-].C([N+](CC)(CC)CC)C1C=CC=CC=1>O>[C:10]([C:2]([C:3]1[CH:4]=[CH:5][C:6]([Cl:9])=[CH:7][CH:8]=1)([CH3:1])[CH2:18][OH:19])#[N:11]

Komponenten

6

Edukt 4

HCID 712FormaldehydeHCID 1049PyridineHCID 74601Benzyltriethylammonium hydroxideHCID 1027622-(4-Chlorophenyl)propiononitrile

Produkt 1

HCID 140328512-Cyano-2-(4-chlorophenyl)propan-1-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To an ice cold stirred solution of α-methyl-4-chlorobenzyl cyanide* (50 g., 0.3 mole) in 500 ml. of pyridine containing a suspension of paraformaldehyde (36 g., 1.2 mole) is added 1 ml. of benzyl triethylammonium hydroxide. The mixture is stirred under nitrogen at room temperature for 72 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, 58.4 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
  6. customto give a thick oil, 58.4 g, which

Quellen und Nachweise

ORD-Eintrag
ord-9c9ff106b56b47b58e0e163f8e96d101
Quelldatensatz
uspto-grants-1980_09
Patentnummer
US04225723

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