Pyridine → Pentaerythritol, dibenzoate

HRID 132726

Reaktionsgleichung

Reaktionsgleichung von HRID 132726
[OH:1][CH2:2][C:3]([CH2:8][OH:9])([CH2:6][OH:7])[CH2:4][OH:5].N1C=C[CH:13]=[CH:12][CH:11]=1.[C:16](Cl)(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[O:25]1[CH2:29][CH2:28][CH2:27][CH2:26]1>>[C:16]([O:1][CH2:2][C:3]([CH2:8][OH:9])([CH2:6][OH:7])[CH2:4][O:5][C:29](=[O:25])[C:28]1[CH:13]=[CH:12][CH:11]=[CH:26][CH:27]=1)(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Komponenten

5

Edukt 4

HCID 1049PyridineHCID 7412Benzoyl chlorideHCID 8028TetrahydrofuranHCID 8285Pentaerythritol

Produkt 1

HCID 3059456Pentaerythritol, dibenzoateAusbeute 95 %

Versuchsvorschrift

To 0.05 mol pentaerythritol were added 50 ml tetrahydrofuran and 0.15 mol pyridine, then added 0.12 mol benzoyl chloride with stirring. The reaction was heated refluxing for 4 hours, cooled and added 20 ml saturated saline. The reaction mixture was extracted with ethyl acetate, and the extract was dried over anhydrous sodium sulfate. After removing solvent, the crude was purified by column chromatography to give 2,2-dihydroxymethyl-1,3-propandiol dibenzoate as a colorless viscous liquid, and the yield was 95%.

Aufarbeitung

  1. temperatureThe reaction was heated
  2. temperaturerefluxing for 4 hours
  3. temperaturecooled
  4. additionadded 20 ml saturated saline
  5. extractionThe reaction mixture was extracted with ethyl acetate
  6. dry with materialthe extract was dried over anhydrous sodium sulfate
  7. customAfter removing solvent
  8. customthe crude was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-52660cd048234f9b9ea2218a321aeabe
Quelldatensatz
uspto-grants-2008_06
Patentnummer
US07388061B2

Verknüpfte Notizen

Wird geladen…