Toluene → Bis(4-butoxyphenyl) sulfide

HRID 1753675

Reaktionsgleichung

Reaktionsgleichung von HRID 1753675
Br[CH2:2][CH2:3][CH2:4][CH3:5].[OH:6][C:7]1[CH:12]=[CH:11][C:10]([S:13][C:14]2[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=2)=[CH:9][CH:8]=1.C(=O)([O-])[O-].[K+].[K+].CN(C=O)C.[C:32]1(C)[CH:37]=CC=[CH:34][CH:33]=1>O>[CH2:2]([O:20][C:17]1[CH:18]=[CH:19][C:14]([S:13][C:10]2[CH:11]=[CH:12][C:7]([O:6][CH2:37][CH2:32][CH2:33][CH3:34])=[CH:8][CH:9]=2)=[CH:15][CH:16]=1)[CH2:3][CH2:4][CH3:5]

Komponenten

7

Edukt 5

HCID 1140TolueneHCID 6228DimethylformamideHCID 8002Butyl bromideHCID 11430Potassium CarbonateHCID 175704,4'-Thiodiphenol

Produkt 1

HCID 117666789Bis(4-butoxyphenyl) sulfideAusbeute 99,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution was prepared by combining 107 g of bromobutane, 76 g of bis(4-hydroxyphenyl) sulfide, 108 g of potassium carbonate, and 230 g of DMF. The solution was aged at 90° C. for 16 hours. The aged solution was cooled to room temperature, to which 600 g of water was added to quench the reaction. To the solution was added 300 g of toluene. The organic layer was separated, washed with water, and concentrated in vacuum, obtaining 114 g of the target compound, bis(4-butoxyphenyl) sulfide as amorphous solid. Yield 99%.

Aufarbeitung

  1. customA solution was prepared
  2. additionwas added
  3. customto quench
  4. customthe reaction
  5. customThe organic layer was separated
  6. washwashed with water
  7. concentrationconcentrated in vacuum

Quellen und Nachweise

ORD-Eintrag
ord-607339dd48344dbc9f8a8a7744528260
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09164384B2

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