Tetrahydrofuran → Ethyl 4-(4-benzyloxyphenyl)-2-cyano-3-phenylbutyrate

HRID 479602

Reaktionsgleichung

Reaktionsgleichung von HRID 479602
C1COCC1.[CH2:6]([O:13][C:14]1[CH:21]=[CH:20][C:17]([CH2:18]Cl)=[CH:16][CH:15]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[C:22]([C:24](=[CH:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[C:25]([O:27][CH2:28][CH3:29])=[O:26])#[N:23]>C1(C)C=CC=CC=1>[CH2:6]([O:13][C:14]1[CH:21]=[CH:20][C:17]([CH2:18][CH:30]([C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)[CH:24]([C:22]#[N:23])[C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:16][CH:15]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Komponenten

5

Edukt 3

HCID 8028Tetrahydrofuran2×HCID 700424-Benzyloxybenzyl chlorideHCID 74845Ethyl benzylidenecyanoacetate

Produkt 1

HCID 18772157Ethyl 4-(4-benzyloxyphenyl)-2-cyano-3-phenylbutyrate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

835 mg of Mg are suspended in 5 ml of abs. THF. A solution of 2.0 g of 4-benzyloxybenzyl chloride in 5 ml of abs. tetrahydrofuran is subsequently added dropwise. When the addition is complete, the cloudy solution is stirred at room temperature for a further 1 hour, a solution of 1.73 g of ethyl 2-cyano-3-phenylacrylate in 10 ml of abs. toluene is subsequently added, and the mixture is refluxed for 16 hours. The solvent is removed, and conventional work-up gives ethyl 4-(4-benzyloxyphenyl)-2-cyano-3-phenylbutyrate (“AA”).

Aufarbeitung

  1. additionWhen the addition
  2. temperaturethe mixture is refluxed for 16 hours
  3. customThe solvent is removed

Quellen und Nachweise

ORD-Eintrag
ord-63baf29a43f746389e4276ede39451d5
Quelldatensatz
uspto-grants-2003_11
Patentnummer
US06645991B1

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