Tetrahydrofuran → Ethyl 3-phenyl-5-trimethylsilanylpent-2-en-4-ynoate

HRID 1278840

Reaktionsgleichung

Reaktionsgleichung von HRID 1278840
[C:1]1([C:7]#[C:8][C:9]([O:11][CH3:12])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:13][Si:14]([C:17]#[CH:18])([CH3:16])[CH3:15].[CH2:19]1COCC1>C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[C:1]1([C:7]([C:18]#[C:17][Si:14]([CH3:16])([CH3:15])[CH3:13])=[CH:8][C:9]([O:11][CH2:12][CH3:19])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

5

Edukt 3

HCID 8028TetrahydrofuranHCID 66111TrimethylsilylacetyleneHCID 138378Phenylpropynoic acid methyl ester

Produkt 1

HCID 86142661Ethyl 3-phenyl-5-trimethylsilanylpent-2-en-4-ynoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 167845palladium(II) acetateKatalysator

Versuchsvorschrift

A solution of TDMPP (1.4 g) and palladium acetate (700 mg) in THF (200 ml) is stirred for 15 min at room temperature and methyl phenylpropiolate (10 g, 62.5 mmol) is then added. The reaction medium is stirred for 5 min at room temperature and trimethylsilylacetylene (87.5 mmol) is then added. Stirring is continued overnight at room temperature. The reaction medium is concentrated and filtered through silica.

Aufarbeitung

  1. stirringStirring
  2. waitis continued overnight at room temperature
  3. concentrationThe reaction medium is concentrated
  4. filtrationfiltered through silica

Quellen und Nachweise

ORD-Eintrag
ord-7717bc734c1f4d6da17da5227d18228c
Quelldatensatz
uspto-grants-2002_09
Patentnummer
US06444709B1

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