Ethylene Glycol → Non-8-en-2-one ethylene ketal

HRID 27311

Reaktionsgleichung

Reaktionsgleichung von HRID 27311
[CH3:1][C:2](=[O:10])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH:8]=[CH2:9].O.C1(C)C=CC(S(O)(=O)=O)=CC=1.[CH2:23](O)[CH2:24][OH:25].C1C=CC=CC=1>O>[CH2:24]1[O:25][C:2]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH:8]=[CH2:9])([CH3:1])[O:10][CH2:23]1

Komponenten

6

Edukt 4

HCID 174Ethylene GlycolHCID 241BenzeneHCID 211088-Nonen-2-oneHCID 521998p-Toluenesulfonic acid monohydrate

Produkt 1

HCID 25186484Non-8-en-2-one ethylene ketalAusbeute 74,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution containing 119.0 g of non-8-en-2-one, (prepared in Example 22 B-3), 1.2 g p-toluenesulfonic acid monohydrate, 63.1 g of ethylene glycol and 420 ml anhydrous benzene was prepared and refluxed for about 15 to 17 hr. Water which formed was collected in a Dean-Stark trap. The solution was cooled to room temperature and 250 ml of 5% aqueous sodium bicarbonate solution was added thereto. The benzene layer was separated and dried over anhydrous magnesium sulfate and evaporated in vacuo. The residue was distilled to yield 116.8 g of title compound having the following physical characteristics:

Aufarbeitung

  1. customwas prepared
  2. temperaturerefluxed for about 15 to 17 hr
  3. customwas collected in a Dean-Stark trap
  4. addition250 ml of 5% aqueous sodium bicarbonate solution was added
  5. customThe benzene layer was separated
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customevaporated in vacuo
  8. distillationThe residue was distilled

Quellen und Nachweise

ORD-Eintrag
ord-03d3c9a888364d9198fc5a1432e42bbf
Quelldatensatz
uspto-grants-1980_09
Patentnummer
US04220795

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