Sodium Hydroxide → HCID 54391157, Verbindung

HRID 1277572

Reaktionsgleichung

Reaktionsgleichung von HRID 1277572
[C:1]([C:5]1[C:10]([OH:11])=[C:9]([CH3:12])[C:8]([CH2:13][NH:14][CH2:15][CH2:16][CH2:17][CH3:18])=[C:7]([CH3:19])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[C:20]1([S:30](Cl)(=[O:32])=[O:31])[CH:25]=[CH:24][CH:23]=[C:22]([S:26](Cl)(=[O:28])=[O:27])[CH:21]=1.[OH-:34].[Na+]>CC(C)=O.O>[CH2:15]([N:14]([CH2:13][C:8]1[C:9]([CH3:12])=[CH:10][C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])=[C:6]([OH:34])[C:7]=1[CH3:19])[S:30]([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([S:26]([N:14]([CH2:15][CH2:16][CH2:17][CH3:18])[CH2:13][C:8]2[C:7]([CH3:19])=[CH:6][C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])=[C:10]([OH:11])[C:9]=2[CH3:12])(=[O:28])=[O:27])[CH:21]=1)(=[O:32])=[O:31])[CH2:16][CH2:17][CH3:18]

Komponenten

6

Edukt 3

HCID 14798Sodium HydroxideHCID 962401,3-Benzenedisulfonyl dichlorideHCID 20574811HCID 20574811, Verbindung

Produkt 1

HCID 54391157HCID 54391157, VerbindungAusbeute 100,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a stirred solution of 6-t-butyl-3-(butylaminomethyl)-2,4-dimethylphenol (5.26 grams; 0.02 mole) in acetone (40 mls) is slowly added 1,3-benzenedisulfonyl chloride (2.75 grams; 0.01 mole) while maintaining the temperature at 25°-30° C. by cooling. To this mixture is slowly added a solution of 50% caustic soda (1.6 grams; 0.02 mole) in water (22 mls) while maintaining the temperature at 25°-30° C. by cooling. The mixture is allowed to come to room temperature and stirred for 15 hours. The mixture is then allowed to settle, and the upper layer is separated and slowly treated with ice water (100 mls). The resulting oil which separates solidifies upon standing for 2.5 hours. The solid is then recovered by filtration to obtain the crude product (7.3 grams; 100% of theoretical). Recrystallization of the crude product from glacial acetic acid affords the pure product (2.5 grams; m.p. 143°-144.5° C.).

Aufarbeitung

  1. temperaturewhile maintaining the temperature at 25°-30° C.
  2. temperatureby cooling
  3. temperaturewhile maintaining the temperature at 25°-30° C.
  4. temperatureby cooling
  5. customto come to room temperature
  6. customthe upper layer is separated
  7. additionslowly treated with ice water (100 mls)
  8. waitupon standing for 2.5 hours
  9. filtrationThe solid is then recovered by filtration

Quellen und Nachweise

ORD-Eintrag
ord-939760b5f2914b99835e6e0774665500
Quelldatensatz
uspto-grants-1981_07
Patentnummer
US04278577

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