Tetrahydrofuran → 4-[[Bis(p-dimethylaminophenyl)methoxy]acetyl]Morpholine

HRID 66929

Reaktionsgleichung

Reaktionsgleichung von HRID 66929
[CH3:1][N:2]([C:4]1[CH:20]=[CH:19][C:7]([CH:8]([OH:18])[C:9]2[CH:14]=[CH:13][C:12]([N:15]([CH3:17])[CH3:16])=[CH:11][CH:10]=2)=[CH:6][CH:5]=1)[CH3:3].[CH3:21][O:22][CH3:23].[O:24]1CC[CH2:26][CH2:25]1.[CH3:29][N:30](C)[C:31](=N)N(C)C>CS(O)(=O)=O.CCCCCC>[CH3:17][N:15]([CH3:16])[C:12]1[CH:13]=[CH:14][C:9]([CH:8]([C:7]2[CH:19]=[CH:20][C:4]([N:2]([CH3:1])[CH3:3])=[CH:5][CH:6]=2)[O:18][CH2:26][C:25]([N:30]2[CH2:31][CH2:23][O:22][CH2:21][CH2:29]2)=[O:24])=[CH:10][CH:11]=1

Komponenten

7

Edukt 4

HCID 8028TetrahydrofuranHCID 8254Dimethyl EtherHCID 664601,1,3,3-TetramethylguanidineHCID 927424,4'-Bis(dimethylamino)benzhydrol

Produkt 1

HCID 204880364-[[Bis(p-dimethylaminophenyl)methoxy]acetyl]Morpholine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6395Methanesulfonic AcidKatalysatorHCID 8058HexaneLösungsmittel

Versuchsvorschrift

A solution of 4,4'-bis(N,N-dimethylamino)benzhydrol, methyl ether (9.0 g, 0.032 mole), glycol morpholinamide (4.6 g, 0.032 mole), 150 ml of tetrahydrofuran, 250 ml of n-hexane and 4 drops of methanesulfonic acid was refluxed for about 8 hours, during which time an additional 200 ml of solvent was added. The volume was reduced to 200 ml and the color was discharged with tetramethylguanidine. The solution was filtered hot and then cooled to precipitate a white solid. The solid was recrystallized from 350 ml of methyl cyclohexane to give 4.9 g of blue crystals; mp 147.8°-150° C.

Aufarbeitung

  1. additionwas added
  2. filtrationThe solution was filtered hot
  3. temperaturecooled
  4. customto precipitate a white solid
  5. customThe solid was recrystallized from 350 ml of methyl cyclohexane

Quellen und Nachweise

ORD-Eintrag
ord-aedb3f7bf82141bca0c692617ca9a875
Quelldatensatz
uspto-grants-1982_08
Patentnummer
US04343939

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