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Pentaerythritol → HCID 22922627, Verbindung

HRID 2258550
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2258550
OC[C:3]([CH2:8][OH:9])([CH2:6]O)CO.[C:10]([O:15][CH2:16][C:17]([CH2:27][OH:28])([CH2:25][OH:26])[CH2:18][O:19][C:20](=[O:24])[CH2:21][CH2:22][CH3:23])(=[O:14])[CH2:11][CH2:12][CH3:13].[C:29](Cl)(=[O:32])[CH2:30][CH3:31]>N1C=CC=CC=1>[C:29]([O:26][CH2:25][C:17]([CH2:27][O:28][C:8](=[O:9])[CH2:3][CH3:6])([CH2:18][O:19][C:20](=[O:24])[CH2:21][CH2:22][CH3:23])[CH2:16][O:15][C:10](=[O:14])[CH2:11][CH2:12][CH3:13])(=[O:32])[CH2:30][CH3:31]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 8285PentaerythritolHCID 62324Propionyl chlorideHCID 441535362,2-Bis(hydroxymethyl)propane-1,3-diyl dibutyrate2×

Produkt 1

HCID 22922627HCID 22922627, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

In this example, pentaerythritol dibutyratedipropionate was prepared from pentaerythritol dibutyrate as follows. To a solution of pentaerythritol dibutyrate (0.5 g; 1.81 mmol) in dry pyridine (10 mL, under argon) at 0° C. was added propionyl chloride (0.6 mL) dropwise over one hour. The ice bath was removed after one hour, and the reaction stirred 24 hours at room temperature. Water (5 mL) was added and the bulk of pyridine was removed on the rotary evaporator at 2 Torr. The residue was dissolved in 1N HCL (5 mL) and the desired product extracted with CHCl3 (2×20 mL). The combined organic extracts were dried (MgSO4) and concentrated under vacuum. Purification of the crude product by flash column chromatography using silica gel afforded pentaerythritol dibutyrate dipropionate (0.6 g).

Aufarbeitung

  1. customThe ice bath was removed after one hour
  2. additionWater (5 mL) was added
  3. customthe bulk of pyridine was removed on the rotary evaporator at 2 Torr
  4. dissolutionThe residue was dissolved in 1N HCL (5 mL)
  5. extractionthe desired product extracted with CHCl3 (2×20 mL)
  6. dry with materialThe combined organic extracts were dried (MgSO4)
  7. concentrationconcentrated under vacuum
  8. customPurification of the crude product by flash column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-489c760d37fb4af0a79cb7cedf0f9f40
Quelldatensatz
uspto-grants-1997_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05661181

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