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1-Pentanol → Triphenylsulfonium 2,4,6-triisopropylbenzoate

HRID 529865
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 529865
[CH:1]([C:4]1[CH:12]=[C:11]([CH:13]([CH3:15])[CH3:14])[CH:10]=[C:9]([CH:16]([CH3:18])[CH3:17])[C:5]=1[C:6]([O-:8])=[O:7])([CH3:3])[CH3:2].[Na+].COS([O-])(=O)=O.[C:26]1([S+:32]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C(C(C)=O)(C)C.C(O)CCCC>O>[CH:1]([C:4]1[CH:12]=[C:11]([CH:13]([CH3:15])[CH3:14])[CH:10]=[C:9]([CH:16]([CH3:18])[CH3:17])[C:5]=1[C:6]([O-:8])=[O:7])([CH3:3])[CH3:2].[C:39]1([S+:32]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 62761-PentanolHCID 112513-Methyl-2-butanoneHCID 22995011Triphenylsulfonium methylsulfateHCID 118556701Sodium 2,4,6-triisopropylbenzoate

Produkt 1

HCID 131735631Triphenylsulfonium 2,4,6-triisopropylbenzoateAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962
Water
Lösungsmittel

Versuchsvorschrift

A 1-L eggplant shaped flask was charged with 22.4 g of sodium 2,4,6-triisopropylbenzoate (prepared in Synthesis Example 1-2), 31.1 g of triphenylsulfonium methylsulfate, 90 g of methyl isopropyl ketone, 90 g of 1-pentanol, and 40 g of water, which were stirred at room temperature for 1 hour. The organic layer was separated from the reaction mixture and washed with water. After washing, the organic layer was concentrated by distilling off the solvent. The liquid concentrate was crystallized from 300 g of diisopropyl ether. The crystal precipitate was filtered and dried, obtaining the target compound, triphenylsulfonium 2,4,6-triisopropylbenzoate as white crystal. Amount 40.4 g, yield 80%.

Aufarbeitung

  1. customThe organic layer was separated from the reaction mixture
  2. washwashed with water
  3. washAfter washing
  4. concentrationthe organic layer was concentrated
  5. distillationby distilling off the solvent
  6. concentrationThe liquid concentrate
  7. customwas crystallized from 300 g of diisopropyl ether
  8. filtrationThe crystal precipitate was filtered
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-c896c67c342f48fa8f84747cf3535aa3
Quelldatensatz
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09348227B2

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