1,3-Dibromopropane → 6-(3-Bromopropoxy)-4-piperidino-2,3-dihydrobenzopyran

HRID 979472

Reaktionsgleichung

Reaktionsgleichung von HRID 979472
[OH-].[K+].[OH:3][C:4]1[CH:5]=[CH:6][C:7]2[O:12][CH2:11][CH2:10][CH:9]([N:13]3[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]3)[C:8]=2[CH:19]=1.[Br:20][CH2:21][CH2:22][CH2:23]Br>[Cl-].C([N+](CCCC)(CCCC)CCCC)CCC.C(OCC)C>[Br:20][CH2:21][CH2:22][CH2:23][O:3][C:4]1[CH:5]=[CH:6][C:7]2[O:12][CH2:11][CH2:10][CH:9]([N:13]3[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]3)[C:8]=2[CH:19]=1

Komponenten

6

Edukt 3

HCID 80011,3-DibromopropaneHCID 14797Potassium HydroxideHCID 137128486-Hydroxy-4-piperidino-2,3-dihydrobenzopyran

Produkt 1

HCID 137128496-(3-Bromopropoxy)-4-piperidino-2,3-dihydrobenzopyran

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 70681Tetrabutylammonium ChlorideKatalysatorHCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

Crushed potassium hydroxide (1.15 g) and tetrabutyl ammonium chloride (0.61 g) are added to a solution of the product obtained in Step 3. (4.8 g) in 1,3-dibromopropane (21 ml). The reaction mixture is stirred under nitrogen at RT for 48 hours, diluted with diethyl ether, washed with water and extracted into 5% aq. HCl. The aqueous solution is washed with ether and made alkaline yielding a yellow oil which is taken up in ether, washed, dried, filtered and evaporated to give the desired product as an oil.

Aufarbeitung

  1. washwashed with water
  2. extractionextracted into 5% aq. HCl
  3. washThe aqueous solution is washed with ether
  4. customyielding a yellow oil which
  5. washwashed
  6. customdried
  7. filtrationfiltered
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-04a24bf4c4664768b8ac7dc9759d2f9b
Quelldatensatz
uspto-grants-1987_05
Patentnummer
US04668673

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