Formaldehyde → 2-(Morpholin-4-ylmethyl)-5-ethylphenol

HRID 369445Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 369445
[CH2:1]=O.[CH2:3]([C:5]1[CH:6]=[C:7]([OH:11])[CH:8]=[CH:9][CH:10]=1)[CH3:4].[NH:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1>C(#N)C>[N:12]1([CH2:1][C:8]2[CH:9]=[CH:10][C:5]([CH2:3][CH3:4])=[CH:6][C:7]=2[OH:11])[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1

Komponenten

5

Edukt 3

HCID 712FormaldehydeHCID 8083MorpholineHCID 121013-Ethylphenol

Produkt 1

HCID 232864162-(Morpholin-4-ylmethyl)-5-ethylphenolAusbeute 102,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

To a 50 gallon glass lined reactor was added 23.07 pounds (0.769 mole--1.04 equiv.) of paraformaldehyde, followed by 92 pounds (%Wt/Wt Phenol to Solvent--100%) of acetonitrile, and then 92 pounds (0.739 mole--1.0 equiv.) of 98.0% pure m-ethylphenol. The mixture was heated to 65° C., and 66.2 pounds (0.761 mole--1.03 equiv.) of morpholine was added at a rate of 0.5 lb./min. during a two hour period. Upon completion of addition, the reaction mixture was heated to 65-70° C. where it stirred for three hours. After this time, the reaction mixture was concentrated under vacuum at 70° C., yielding 171 pounds of 89.4% pure 2-(morpholin4-ylmethyl)-5-ethylphenol (93% yield).

Aufarbeitung

  1. additionUpon completion of addition
  2. temperaturethe reaction mixture was heated to 65-70° C. where it
  3. concentrationAfter this time, the reaction mixture was concentrated under vacuum at 70° C.

Quellen und Nachweise

ORD-Eintrag
ord-762d03dc3fb14fcca0b1e1e5ae5e198a
Quelldatensatz
uspto-grants-2000_10
Patentnummer
US06136972

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