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Pyridine → 6-Decyl-3-methylthio-2-(trifluoromethanesulfonyloxy)naphthalene

HRID 1476373
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1476373
FC(F)(F)S([O:6][S:7]([C:10]([F:13])([F:12])[F:11])(=[O:9])=[O:8])(=O)=O.ClCCl.[CH2:19]([C:29]1[CH:30]=[C:31]2[C:36](=[CH:37][CH:38]=1)[CH:35]=[C:34](O)[C:33]([S:40][CH3:41])=[CH:32]2)[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28].N1C=CC=CC=1>O.Cl>[CH2:19]([C:29]1[CH:30]=[C:31]2[C:36](=[CH:37][CH:38]=1)[CH:35]=[C:34]([O:6][S:7]([C:10]([F:11])([F:12])[F:13])(=[O:8])=[O:9])[C:33]([S:40][CH3:41])=[CH:32]2)[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]
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Komponenten

7

Edukt 4

HCID 1049PyridineHCID 6344DichloromethaneHCID 67749Trifluoromethanesulfonic anhydrideHCID 867043886-Decyl-3-methylthio-2-hydroxynaphthalene

Produkt 1

HCID 867043896-Decyl-3-methylthio-2-(trifluoromethanesulfonyloxy)naphthaleneAusbeute 105,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313
Hydrochloric Acid
Lösungsmittel
HCID 962WaterLösungsmittel

Versuchsvorschrift

Trifluoromethanesulfonic anhydride (3 ml, 15 mmol) was added to a dichloromethane (50 ml) solution of the obtained 6-decyl-3-methylthio-2-hydroxynaphthalene (3.63 g, 10 mmol) and pyridine (2.5 ml, 30 mmol) at 0° C. This solution was stirred at room temperature for 25 minutes. Then, the mixture was diluted with water (20 ml), and hydrochloric acid (4 M, 20 ml) was added. The mixture was extracted with dichloromethane (30 ml×3). The organic phases obtained by repeating the extraction three times were collected, washed with saturated saline water (30 ml×3), dried with MgSO4, and condensed to obtain 6-decyl-3-methylthio-2-(trifluoromethanesulfonyloxy)naphthalene (compound (4)-81) (4.89 g, 99%).

Aufarbeitung

  1. additionwas added
  2. extractionThe mixture was extracted with dichloromethane (30 ml×3)
  3. customThe organic phases obtained
  4. extractionthe extraction three times
  5. customwere collected
  6. washwashed with saturated saline water (30 ml×3)
  7. dry with materialdried with MgSO4, and condensed

Quellen und Nachweise

ORD-Eintrag
ord-ed4e1ddcc0824711a242da0d5b994ca5
Quelldatensatz
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09018630B2

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