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Hydrochloric Acid → HCID 117666944, Verbindung

HRID 1753679
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1753679
[C:1]1([S:7][C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH:16]1[CH2:20][CH2:19][CH2:18][CH2:17]1.C(=O)([O-])[O-].[K+].[K+].Cl>C1(C)C=CC=CC=1.CN(C=O)C>[C:1]1([S:7][C:8]2[CH:13]=[CH:12][C:11]([O:14][CH:16]3[CH2:20][CH2:19][CH2:18][CH2:17]3)=[CH:10][CH:9]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 8728BromocyclopentaneHCID 11430Potassium CarbonateHCID 113101954-(phenylthio)phenol

Produkt 1

HCID 117666944HCID 117666944, VerbindungAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1140
Toluene
Lösungsmittel
HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution was prepared by combining 11.3 g of 4-hydroxyphenyl phenyl sulfide which had been synthesized according to the well-known formulation, 8.2 g of bromocyclopentane, 7.6 g of potassium carbonate, and 40 g of DMF. The solution was aged at 80° C. for 16 hours. The aged solution was cooled to room temperature, to which 100 g of 5 wt % dilute hydrochloric acid was added to quench the reaction. To the solution, 150 g of toluene was added for extraction. The organic layer was separated and washed with water. It was combined with 5 wt % sodium hydroxide aqueous solution. The organic layer was separated and washed with water again. On subsequent concentration in vacuum, 13.8 g of the target compound, 4-cyclopentyloxyphenyl phenyl sulfide was obtained as oily matter. Yield 100%.

Aufarbeitung

  1. customA solution was prepared
  2. customhad been synthesized
  3. additionwas added
  4. customto quench
  5. customthe reaction
  6. customThe organic layer was separated
  7. washwashed with water
  8. customThe organic layer was separated
  9. washwashed with water again
  10. concentrationOn subsequent concentration in vacuum, 13.8 g of the target compound

Quellen und Nachweise

ORD-Eintrag
ord-eebf25671ab942169514c84b14c004ce
Quelldatensatz
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09164384B2

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