(Z)-2-(3,4-dimethoxyphenyl)-3-(4-hydroxyphenyl)acrylonitrile → 4-[(Z)-2-cyano-2-(3,4-dimethoxy-phenyl)-vinyl]-phenyl ethyl succinate

HRID 2222363Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2222363
[CH3:1][O:2][C:3]1[CH:4]=[C:5](/[C:11](=[CH:14]/[C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=2)/[C:12]#[N:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[Cl-].[CH2:23]([O:25][C:26](=[O:32])[CH2:27][CH2:28][C:29](O)=[O:30])[CH3:24]>N1C=CC=CC=1>[C:29]([O:21][C:18]1[CH:17]=[CH:16][C:15](/[CH:14]=[C:11](\[C:12]#[N:13])/[C:5]2[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=2)=[CH:20][CH:19]=1)(=[O:30])[CH2:28][CH2:27][C:26]([O:25][CH2:23][CH3:24])=[O:32]

Komponenten

4

Edukt 2

HCID 10446442(Z)-2-(3,4-dimethoxyphenyl)-3-(4-hydroxyphenyl)acrylonitrileHCID 77519041Succinic acid monoethyl ester monochloride

Produkt 1

HCID 100471094-[(Z)-2-cyano-2-(3,4-dimethoxy-phenyl)-vinyl]-phenyl ethyl succinateAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

Compound 1 (50 mg) and succinic acid monoethyl ester chloride (51 μL) were dissolved in pyridine (1 mL), followed by stirring for a whole day and night. After completion of reaction, the resultant reaction mixture was concentrated to dryness under reduced pressure, followed by purification by means of silica gel chromatography employing a chloroform/methanol system, to thereby produce the target product (73 mg, yield: 90%).

Aufarbeitung

  1. customAfter completion of reaction
  2. customthe resultant reaction mixture
  3. concentrationwas concentrated to dryness under reduced pressure
  4. customfollowed by purification by means of silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-4d29862f1a6a4a93b96a61d3ba7b81fd
Quelldatensatz
uspto-grants-2008_05
Patentnummer
US07371773B2

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