Pyridine → 2-Methyl-2,4-pentanediol dibenzoate

HRID 132711

Reaktionsgleichung

Reaktionsgleichung von HRID 132711
[CH3:1][C:2]([OH:8])([CH2:4][CH:5]([OH:7])[CH3:6])[CH3:3].N1C=C[CH:12]=[CH:11][CH:10]=1.[C:15](Cl)(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[O:24]1[CH2:28][CH2:27][CH2:26][CH2:25]1>>[C:15]([O:8][C:2]([CH3:3])([CH2:4][CH:5]([O:7][C:28](=[O:24])[C:27]1[CH:12]=[CH:11][CH:10]=[CH:25][CH:26]=1)[CH3:6])[CH3:1])(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Komponenten

5

Edukt 4

HCID 1049PyridineHCID 7412Benzoyl chlorideHCID 7870Hexylene GlycolHCID 8028Tetrahydrofuran

Produkt 1

HCID 193919182-Methyl-2,4-pentanediol dibenzoateAusbeute 88 %

Versuchsvorschrift

To 0.03 mol 2-methyl-2,4-pentanediol were added 30 ml tetrahydrofuran and 0.09 mol pyridine, then added 0.075 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, filtered. After removing solvent, the crude was purified by column chromatography to give 2-methyl-2,4-pentanediol dibenzoate as a colorless liquid, and the yield was 88%.

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. filtrationfiltered
  8. customAfter removing solvent
  9. customthe crude was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-e577ef99881a4f6d9be847a415bff470
Quelldatensatz
uspto-grants-2008_06
Patentnummer
US07388061B2

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