Benzene → 24-Hydroxyvitamin D2

HRID 1244209Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1244209
[CH3:1][CH:2]([C@:4]([OH:30])(/[CH:6]=[CH:7]/[C@H:8]([C@@H:10]1[C@:27]2([CH3:28])[C@H:13]([C:14]3[C@H:24]([CH2:25][CH2:26]2)[C@:22]2([CH3:23])[C:17]([CH2:18][C@@H:19]([OH:29])[CH2:20][CH2:21]2)=[CH:16][CH:15]=3)[CH2:12][CH2:11]1)[CH3:9])[CH3:5])[CH3:3].C1C=CC=CC=1.O>CCOCC>[CH3:9][C@@H:8]([C@@H:10]1[C@@:27]2([CH3:28])[CH2:26][CH2:25][CH2:24]/[C:14](=[CH:15]\[CH:16]=[C:17]3\[CH2:18][C@@H:19]([OH:29])[CH2:20][CH2:21][C:22]\3=[CH2:23])/[C@@H:13]2[CH2:12][CH2:11]1)/[CH:7]=[CH:6]/[C:4]([OH:30])([CH:2]([CH3:1])[CH3:3])[CH3:5]

Komponenten

5

Edukt 3

HCID 241BenzeneHCID 962WaterHCID 69330425HCID 69330425, Verbindung

Produkt 1

HCID 644381324-Hydroxyvitamin D2Ausbeute 55,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

One gram (2.4 mmol) of (7) was dissolved in 250 ml of ether and benzene (4:1) and irradiated with stirring under nitrogen in a water-cooled quartz immersion well using a Hanovia medium-pressure UV lamp for 2 hrs. The solution was concentrated in vacuo, redissolved in 100 ml of ethanol and heated under reflux overnight. The solution was concentrated to dryness in vacuo and the residue was purified on a silica gel column using 30% ethyl acetate in hexane to yield 0.55 g (55%) of (8).

Aufarbeitung

  1. customfor 2 hrs
  2. concentrationThe solution was concentrated in vacuo
  3. dissolutionredissolved in 100 ml of ethanol
  4. temperatureheated
  5. temperatureunder reflux overnight
  6. concentrationThe solution was concentrated to dryness in vacuo
  7. customthe residue was purified on a silica gel column

Quellen und Nachweise

ORD-Eintrag
ord-891d2fd305de4b519c475d674a0d259a
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07122530B2

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