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Triphenylsulfonium chloride → Triphenylsulfonium (3-hydroxytricyclo[3.3.1.13,7]decane-1-methoxycarbonyl)difluoromethane sulfonate

HRID 333567
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 333567
[Na].[F:2][C:3]([F:23])([S:19]([OH:22])(=[O:21])=[O:20])[C:4]([O:6][CH2:7][C:8]12[CH2:17][CH:12]3[CH2:13][CH:14]([CH2:16][C:10]([OH:18])([CH2:11]3)[CH2:9]1)[CH2:15]2)=[O:5].[Cl-].[C:25]1([S+:31]([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>C(Cl)(Cl)Cl>[OH:18][C:10]12[CH2:16][CH:14]3[CH2:13][CH:12]([CH2:17][C:8]([CH2:7][O:6][C:4]([C:3]([F:23])([F:2])[S:19]([O-:22])(=[O:20])=[O:21])=[O:5])([CH2:15]3)[CH2:9]1)[CH2:11]2.[C:38]1([S+:31]([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 61343Triphenylsulfonium chlorideHCID 5360545SodiumHCID 577603663-Hydroxy-1-adamantylmethyl difluorosulfoacetate

Produkt 1

HCID 75607088Triphenylsulfonium (3-hydroxytricyclo[3.3.1.13,7]decane-1-methoxycarbonyl)difluoromethane sulfonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212Chloroform
Lösungsmittel

Versuchsvorschrift

To a obtained solution of the sodium salt of 3-hydroxy-1-adamantylmethyl difluorosulfoacetate, 17.2 parts of chloroform, and 2.9 parts of a 14.8 mass % aqueous triphenyl sulfonium chloride solution were added, and the mixture was stirred for 15 hours, and then an organic layer was separated from the resultant solution, and an aqueous layer was subjected to extraction with 6.5 parts of chloroform. Organic layers were combined and washed with an ion-exchanged water, and the obtained organic layer was concentrated. To the concentrated solution, 5.0 parts of tert-butyl methyl ether was added, and the resultant mixture was stirred and filtered to obtain, as a white solid, 0.2 parts of triphenylsulfonium 1-((3-hydroxy-1-adamantyl)methoxycarbonyl)difluoromethane sulfonate (B1-2).

Aufarbeitung

  1. customan organic layer was separated from the resultant solution
  2. extractionan aqueous layer was subjected to extraction with 6.5 parts of chloroform
  3. washwashed with an ion-exchanged water
  4. concentrationthe obtained organic layer was concentrated
  5. additionTo the concentrated solution, 5.0 parts of tert-butyl methyl ether was added
  6. stirringthe resultant mixture was stirred
  7. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-6194d96630784250b67e1d1aaadc07a8
Quelldatensatz
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08883394B2

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