Ethanol → 4-(2-Tetrahydropyranyloxyethyl)-4-(3,4-dichlorophenyl)-2-pyrrolidone

HRID 342680Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 342680
[C:1]([C:3]([C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[C:21]([Cl:26])[CH:20]=1)([CH2:10][CH2:11][O:12][CH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][O:14]1)[CH2:4][C:5](OCC)=[O:6])#[N:2].CCO.C([O-])(O)=O.[Na+]>O>[Cl:26][C:21]1[CH:20]=[C:19]([C:3]2([CH2:10][CH2:11][O:12][CH:13]3[CH2:18][CH2:17][CH2:16][CH2:15][O:14]3)[CH2:1][NH:2][C:5](=[O:6])[CH2:4]2)[CH:24]=[CH:23][C:22]=1[Cl:25]

Komponenten

5

Edukt 3

HCID 702EthanolHCID 516892Sodium BicarbonateHCID 21197693Ethyl 3-cyano-3-(3,4-dichlorophenyl)-5-(tetrahydropyran-2-yloxy)pentanoate

Produkt 1

HCID 211976714-(2-Tetrahydropyranyloxyethyl)-4-(3,4-dichlorophenyl)-2-pyrrolidoneAusbeute 83,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 8 g of the compound obtained in step B in 100 ml of 100° EtOH, 5 ml of water and 0.6 g of NaHCO3 is hydrogenated at atmospheric pressure and at RT. The catalyst is filtered off and the filtrate is evaporated under vacuum. The residue is extracted with DCM, the extract is washed with water and dried over MgSO4 and the solvent is evaporated off under vacuum to give 6 g of the expected product.

Aufarbeitung

  1. customis hydrogenated at atmospheric pressure and at RT
  2. filtrationThe catalyst is filtered off
  3. customthe filtrate is evaporated under vacuum
  4. extractionThe residue is extracted with DCM
  5. washthe extract is washed with water
  6. dry with materialdried over MgSO4
  7. customthe solvent is evaporated off under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-9b2ac6b5ed9c4e76ab3c9f4a42d795b6
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05859029

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