Peracetic Acid → HCID 13340606, Verbindung

HRID 1658416Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1658416
[CH3:1][CH:2]([CH2:4][CH2:5][CH2:6][C@H:7]([C@@H:9]1[C@:26]2([CH3:27])[C@H:12]([C@H:13]3[C@H:23]([CH2:24][CH2:25]2)[C@:21]2([CH3:22])[C@H:16]([CH2:17][CH2:18][CH2:19][CH2:20]2)[CH2:15][CH2:14]3)[CH2:11][CH2:10]1)[CH3:8])[CH3:3].[C:28]([O:31]O)(=[O:30])[CH3:29].[C:33]([O:36]CC)(=[O:35])[CH3:34]>C(O)(=O)C>[C:28]([O:31][C@H:18]1[CH2:19][CH2:20][C@@:21]2([CH3:22])[C@@H:16]([CH2:15][CH2:14][C@@H:13]3[C@@H:23]2[CH2:24][CH2:25][C@@:26]2([CH3:27])[C@H:12]3[CH2:11][CH2:10][C@@H:9]2[C@H:7]([CH3:8])[CH2:6][CH2:5][CH2:4][C:2]([OH:35])([CH3:1])[CH3:3])[CH2:17]1)(=[O:30])[CH3:29].[C:33]([O:36][C@H:18]1[CH2:19][CH2:20][C@@:21]2([CH3:22])[C@@:16]([OH:30])([CH2:15][CH2:14][C@@H:13]3[C@@H:23]2[CH2:24][CH2:25][C@@:26]2([CH3:27])[C@H:12]3[CH2:11][CH2:10][C@@H:9]2[C@H:7]([CH3:8])[CH2:6][CH2:5][CH2:4][CH:2]([CH3:1])[CH3:3])[CH2:17]1)(=[O:35])[CH3:34]

Komponenten

6

Edukt 3

HCID 6585Peracetic AcidHCID 8857Ethyl AcetateHCID 27238955alpha-Cholestane

Produkt 2

HCID 13340606HCID 13340606, VerbindungHCID 86733568HCID 86733568, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A solution of 15 g of 3β-acetoxy-5 -cholestane (I) in 250 cc of ethyl acetate was treated with 30 cc peracetic acid (40%) in acetic acid and was irradiated with ultra-violet light of at about 300 mμ wavelength for 24 hours. The resulting reaction mixture was washed consecutively with an aqueous solution of sodium bisulfite, sodium bicarbonate and water and the solvents were evaporated in vacuo to dryness. The residue was chromatographed on a column of silica gel to give 3.5 g of the known 3β-acetoxy-25-hydroxy-5α-cholestane (III), m.p. 125°-126°C and 1.8 g of the known 3β-acetoxy-5α-hydroxy-cholestane (II), m.p. 180°-181°C.

Aufarbeitung

  1. customwas irradiated with ultra-violet light of at about 300 mμ wavelength for 24 hours
  2. customThe resulting reaction mixture
  3. washwas washed consecutively with an aqueous solution of sodium bisulfite, sodium bicarbonate and water
  4. customthe solvents were evaporated in vacuo to dryness
  5. customThe residue was chromatographed on a column of silica gel

Quellen und Nachweise

ORD-Eintrag
ord-6bab6c84f09c4d26a9a6bf3cda518b10
Quelldatensatz
uspto-grants-1976_06
Patentnummer
US03963765

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