Water → 4-Cyanobenzyl 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl ether

HRID 6509

Reaktionsgleichung

Reaktionsgleichung von HRID 6509
[CH3:1][C:2]1([CH3:15])[CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[C:8]2[CH:7]=[C:6]([OH:14])[CH:5]=[CH:4][C:3]1=2.[C:16]([C:18]1[CH:25]=[CH:24][C:21]([CH2:22]Cl)=[CH:20][CH:19]=1)#[N:17].C(=O)([O-])[O-].[K+].[K+].O>CC(=O)CC.CN(C)C=O>[CH3:1][C:2]1([CH3:15])[CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[C:8]2[CH:7]=[C:6]([O:14][CH2:22][C:21]3[CH:24]=[CH:25][C:18]([C:16]#[N:17])=[CH:19][CH:20]=3)[CH:5]=[CH:4][C:3]1=2

Komponenten

7

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 701274-(Chloromethyl)benzonitrileHCID 2687865,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ol

Produkt 1

HCID 148505774-Cyanobenzyl 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl etherAusbeute 98,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 6569Methyl Ethyl KetoneLösungsmittel

Versuchsvorschrift

40.8 g (0.2 mol) of 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthol, 30.4 g (0.2 mol) of 4-cyanobenzyl chloride and 80 g (1.2 mol) of anhydrous potassium carbonate in 400 ml of butanone and 300 ml of dimethylformamide were refluxed for 9 h. The mixture was cooled and then poured into 1.5 l of water, and the solid was filtered off with suction and washed with water. Drying resulted in 63 g of the title compound of melting point 149°-150° C.

Aufarbeitung

  1. temperatureThe mixture was cooled
  2. filtrationthe solid was filtered off with suction
  3. washwashed with water
  4. customDrying

Quellen und Nachweise

ORD-Eintrag
ord-2312dd61119e4794b7fcad57c714dd9a
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05248823

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