Water → 7-(3-Bromopropoxy)-3-piperidino-2,2-dimethylbenzofuran

HRID 3775

Reaktionsgleichung

Reaktionsgleichung von HRID 3775
[OH-].[K+].O.[OH:4][C:5]1[C:13]2[O:12][C:11]([CH3:15])([CH3:14])[CH:10]([N:16]3[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]3)[C:9]=2[CH:8]=[CH:7][CH:6]=1.[Br:22][CH2:23][CH2:24][CH2:25]Br>[Cl-].C([N+](CCCC)(CCCC)CCCC)CCC.C(OCC)C>[Br:22][CH2:23][CH2:24][CH2:25][O:4][C:5]1[C:13]2[O:12][C:11]([CH3:14])([CH3:15])[CH:10]([N:16]3[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]3)[C:9]=2[CH:8]=[CH:7][CH:6]=1

Komponenten

7

Edukt 4

HCID 962WaterHCID 80011,3-DibromopropaneHCID 14797Potassium HydroxideHCID 141266507-Hydroxy-3-piperidino-2,2-dimethylbenzofuran

Produkt 1

HCID 141266517-(3-Bromopropoxy)-3-piperidino-2,2-dimethylbenzofuran

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 70681Tetrabutylammonium ChlorideKatalysatorHCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

Potassium hydroxide (1.47 g), tetrabutyl ammonium chloride (0.77 g) and H2O (1 ml) are added to a solution of the product obtained in Step 6. (6.6 g) in 1,3-dibromopropane (27 ml). The reaction mixture is stirred for 20 hours and diluted with diethyl ether and washed with 5% aq. HCl. The acidic solution is washed with ether and basified, affording an oil which is taken up in ether, washed with sat'd NaCl, dried, filtered and evaporated in vacuo affording the desired product as an oil.

Aufarbeitung

  1. washwashed with 5% aq. HCl
  2. washThe acidic solution is washed with ether
  3. custombasified, affording an oil which
  4. washwashed with sat'd NaCl
  5. customdried
  6. filtrationfiltered
  7. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-f0acfd39ea7a462683b5b3c43269d05e
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04722925

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