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Sodium Carbonate → 2-(3,5-Dimethyl-4-hydroxyphenyl)-2-(3,5-dimethyl-4-cyanatophenyl)-propane

HRID 1439533
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1439533
[CH3:1][C:2]1[CH:3]=[C:4]([C:10]([C:13]2[CH:18]=[C:17]([CH3:19])[C:16]([OH:20])=[C:15]([CH3:21])[CH:14]=2)([CH3:12])[CH3:11])[CH:5]=[C:6]([CH3:9])[C:7]=1[OH:8].[N:22]#[C:23]Cl.C([O-])([O-])=O.[Na+].[Na+]>O>[CH3:21][C:15]1[CH:14]=[C:13]([C:10]([C:4]2[CH:3]=[C:2]([CH3:1])[C:7]([O:8][C:23]#[N:22])=[C:6]([CH3:9])[CH:5]=2)([CH3:12])[CH3:11])[CH:18]=[C:17]([CH3:19])[C:16]=1[OH:20]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 10340Sodium CarbonateHCID 10477Cyanogen ChlorideHCID 797174,4'-Isopropylidenedi-2,6-xylol

Produkt 1

HCID 213958702-(3,5-Dimethyl-4-hydroxyphenyl)-2-(3,5-dimethyl-4-cyanatophenyl)-propaneAusbeute 99,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

28.4 g (0.1 mol) of 2,2-bis-(3,5-dimethyl-4-hydroxyphenyl)-propane are suspended in 500 ml of water and 300 ml of dichloromethine. After cooling to 0° C, 15 ml (0.3 mol) of cyanogen chloride are added. 10.6 g (0.1 mol) of Na2CO3, dissolved in 50 ml of water, are then added dropwise over the course of 2 hours, with vigorous stirring, in such a way that a pH value of between 7.5 and 8.5 is maintained constantly in the reaction mixture. At the same time, the reaction temperature is kept at about 0° C by cooling. Thereafter, the reaction is terminated by slow addition of 1 N NaOH, the 1 N NaOH being added in such a way that a pH value of 7.5 to 8.0 is constantly maintained in the reaction mixture and persists as the final value. After the end of the reaction, the organic phase is separated off, washed with 50 ml of water and concentrated at room temperature. 30.8 g (99% of theory) of 2-(3,5-dimethyl-4-hydroxyphenyl)-2-(3,5-dimethyl-4-cyanatophenyl)-propane are obtained as the residue.

Aufarbeitung

  1. additionare then added dropwise over the course of 2 hours, with vigorous stirring
  2. temperaturein such a way that a pH value of between 7.5 and 8.5 is maintained constantly in the reaction mixture
  3. customis kept at about 0° C
  4. temperatureby cooling
  5. customThereafter, the reaction is terminated by slow addition of 1 N NaOH
  6. additionthe 1 N NaOH being added in such a way that a pH value of 7.5 to 8.0
  7. temperatureis constantly maintained in the reaction mixture and persists as the final value
  8. customAfter the end of the reaction
  9. customthe organic phase is separated off
  10. washwashed with 50 ml of water
  11. concentrationconcentrated at room temperature

Quellen und Nachweise

ORD-Eintrag
ord-7c8f2af6766d48b5a25ab45950dde1c7
Quelldatensatz
uspto-grants-1977_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04060541

Notizen zur Reaktion

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