Benzene → 2-benzhydryl-3,4-dihydro-2H-pyran

HRID 78895

Reaktionsgleichung

Reaktionsgleichung von HRID 78895
C1([CH:7]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:8]([O:13][CH:14]=C)[CH2:9][CH2:10][CH:11]=C)C=CC=CC=1.[CH:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>Cl[Ru](=CC1C=CC=CC=1)([P](C1CCCCC1)(C1CCCCC1)C1CCCCC1)([P](C1CCCCC1)(C1CCCCC1)C1CCCCC1)Cl>[CH:7]([CH:8]1[CH2:9][CH2:10][CH:11]=[CH:14][O:13]1)([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Komponenten

4

Edukt 2

HCID 241BenzeneHCID 666312581,1-Diphenyl-2-(1-ethenoxy)-hex-5-ene

Produkt 1

HCID 666312272-benzhydryl-3,4-dihydro-2H-pyranAusbeute 92,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 178479819HCID 178479819, VerbindungKatalysator

Versuchsvorschrift

A solution of 1,1-diphenyl-2-(1-ethenoxy)-hex-5-ene 9 (5.1 g, 18.3 mmol) and Grubb's catalyst (1.5 g, 1.83 mmol) in benzene (200 ml) was heated under reflux for 20 hr. The solvent was removed under vacuo and the residue was chromatographed over silica gel (Hexane/Ethyl Acetate 20:1) to give 2-diphenyl-3,4-dihydro-2H-pyran 10 (4.25 g, 92.6%) as a liquid.

Aufarbeitung

  1. temperatureunder reflux for 20 hr
  2. customThe solvent was removed under vacuo
  3. customthe residue was chromatographed over silica gel (Hexane/Ethyl Acetate 20:1)

Quellen und Nachweise

ORD-Eintrag
ord-610562bf6af8475e806557347a3cbda5
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08841464B2

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