Hydrochloric Acid → 4-(Hexadecyloxy)phenol

HRID 653785Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 653785
[H-].[Na+].[C:3]1([CH:10]=[CH:9][C:7]([OH:8])=[CH:6][CH:5]=1)[OH:4].I[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27].Cl>CN(C)C=O.O1CCCC1>[CH2:27]([O:4][C:3]1[CH:10]=[CH:9][C:7]([OH:8])=[CH:6][CH:5]=1)[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH3:12]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 785HydroquinoneHCID 110071-IodohexadecaneHCID 24758Sodium hydride

Produkt 1

HCID 43779374-(Hexadecyloxy)phenol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittel2×HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a suspension of 28.99 g of 60% sodium hydride in 350 ml of N,N-dimethylformamide, cooled to 0° C. and under argon is added 60 g of hydroquinone in 450 ml of N,N-dimethylformamide with stirring over 40 minutes. After an additional 30 minutes, 450 ml of tetrahydrofuran is added followed by 192 g of 1-iodohexadecane over one hour. The mixture is stirred at room temperature for 3 hours. The reaction mixture is poured into dilute hydrochloric acid and extracted with chloroform. The organic layer is washed with water, dried and evaporated to give the desired product as an oil.

Aufarbeitung

  1. waitAfter an additional 30 minutes
  2. stirringThe mixture is stirred at room temperature for 3 hours
  3. extractionextracted with chloroform
  4. washThe organic layer is washed with water
  5. customdried
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-b236625979c643d3823efbc0aa6ec2ff
Quelldatensatz
uspto-grants-1992_07
Patentnummer
US05128351

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