Dimethyl Sulfoxide → 2-(Allyloxy)-4-methyl-1-nitrobenzene

HRID 465019

Reaktionsgleichung

Reaktionsgleichung von HRID 465019
[OH-].[Na+].[CH3:3][C:4]1[CH:5]=[C:6]([OH:13])[C:7]([N+:10]([O-:12])=[O:11])=[CH:8][CH:9]=1.CS(C)=O.Cl[CH2:19][CH:20]=[CH2:21]>O>[CH2:21]([O:13][C:6]1[C:7]([N+:10]([O-:12])=[O:11])=[CH:8][CH:9]=[C:4]([CH3:3])[CH:5]=1)[CH:20]=[CH2:19]

Komponenten

6

Edukt 4

HCID 679Dimethyl SulfoxideHCID 7850Allyl chlorideHCID 127886-Nitro-m-cresolHCID 14798Sodium Hydroxide

Produkt 1

HCID 135756662-(Allyloxy)-4-methyl-1-nitrobenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

A solution of 26.1 g of sodium hydroxide in 50 ml of water was added drop-by-drop over 5 minutes to a stirred mixture of 100 g of 3-methyl-6-nitrophenol, 400 ml of dimethyl sulfoxide (DMSO) and 53.6 g of 3-chloropropene initially at room temperature. The temperature of the mixture rose to 43° C. The mixture was heated at 90°-110° C. for two hours, poured into water and filtered, to give 1-(2-propenyloxy)-3-methyl-6-nitrobenzene (1A), as a light yellow solid, m.p.: 30°-32° C.

Aufarbeitung

  1. customrose to 43° C
  2. temperatureThe mixture was heated at 90°-110° C. for two hours
  3. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-6462610a16ae4455be5ad5cc59e613cb
Quelldatensatz
uspto-grants-1985_10
Patentnummer
US04550121

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