Sodium hydride → 2,2-Dimethyl-4-[(4-tetradecylphenoxy)methyl]-1,3-dioxolane

HRID 235716

Reaktionsgleichung

Reaktionsgleichung von HRID 235716
[H-].[Na+].[CH2:3]([C:17]1[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=1)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[CH3:24][C:25]1([CH3:36])[O:29][CH:28]([CH2:30]OS(C)(=O)=O)[CH2:27][O:26]1>CN(C)C=O.CCOCC>[CH3:24][C:25]1([CH3:36])[O:29][CH:28]([CH2:30][O:23][C:20]2[CH:19]=[CH:18][C:17]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[CH:22][CH:21]=2)[CH2:27][O:26]1

Komponenten

6

Edukt 3

HCID 24758Sodium hydrideHCID 116800TetradecylphenolHCID 15570840(2,2-Dimethyl-1,3-dioxolan-4-yl)methyl methanesulfonate

Produkt 1

HCID 202190872,2-Dimethyl-4-[(4-tetradecylphenoxy)methyl]-1,3-dioxolane

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a prewashed suspension of about 10.8 g of sodium hydride in about 800 ml of dimethylformamide was added about 43.5 g of 4-tetradecylphenol. The reaction was then refluxed about 2 hours, cooled to room temperature and about 37.8 g of freshly prepared 2,2-dimethyl-4-[[(methylsulfonyl)oxy]methyl]-1,3-dioxolane was added. The reaction was then refluxed for about 24 hours, cooled, diluted with ether, washed with water and dried, giving about 58.7 g of the desired title compound, mp 52°-53° C.

Aufarbeitung

  1. temperatureThe reaction was then refluxed about 2 hours
  2. temperatureThe reaction was then refluxed for about 24 hours
  3. temperaturecooled
  4. washwashed with water
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-88815e8358ed408da13a89780dfa3a2a
Quelldatensatz
uspto-grants-1987_02
Patentnummer
US04640913

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