1,8-Diazabicyclo(5.4.0)undec-7-ene → Benzyl 2-[4-(2-methoxyphenyl)-1-butenyl]phenyl ether

HRID 743386

Reaktionsgleichung

Reaktionsgleichung von HRID 743386
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][CH:11]=O.[Cl-].[CH2:14]([O:21][C:22]1[CH:47]=[CH:46][CH:45]=[CH:44][C:23]=1[CH2:24][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.N12CCCN=C1CCCCC2>C(#N)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][CH:11]=[CH:24][C:23]1[CH:44]=[CH:45][CH:46]=[CH:47][C:22]=1[O:21][CH2:14][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Komponenten

5

Edukt 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 2667443-(2-Methoxyphenyl)propanalHCID 19423967HCID 19423967, Verbindung

Produkt 1

HCID 67667339Benzyl 2-[4-(2-methoxyphenyl)-1-butenyl]phenyl ether

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Following a procedure similar to that described in the first part of Preparation 3, the whole of the 3-(2-methoxyphenyl)propanal prepared as described above, 1.65 g of 2-benzyloxybenzyltriphenylphosphonium chloride (prepared as described in Preparation 1) and 1.01 g of 1,8-diazabicyclo[5,4,0]undec-7-ene were reacted in 30 ml of acetonitrile. The crude product, extracted as described in Preparation 3, was purified by column chromatography through silica gel, using a 9:1 by volume mixture of hexane and ethyl acetate as the eluent, to give 0.98 g of benzyl 2-[4-(2-methoxyphenyl)-1-butenyl]phenyl ether as a colorless oil.

Aufarbeitung

  1. customthat described in the first part of Preparation 3
  2. extractionThe crude product, extracted
  3. customas described in Preparation 3
  4. customwas purified by column chromatography through silica gel
  5. additionby volume mixture of hexane and ethyl acetate as the eluent

Quellen und Nachweise

ORD-Eintrag
ord-89a9317df2cd484bb5261a3c359879cf
Quelldatensatz
uspto-grants-1996_09
Patentnummer
US05556864

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