Water → 21-Morpholino-5alpha-pregnane-3,11,20-trione

HRID 1576794Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1576794
Br[CH2:2][C:3](=[O:25])[C@@H:4]1[C@:21]2([CH3:22])[C@H:7]([C@H:8]3[C@H:18]([C:19](=[O:23])[CH2:20]2)[C@:16]2([CH3:17])[C@H:11]([CH2:12][C:13](=[O:24])[CH2:14][CH2:15]2)[CH2:10][CH2:9]3)[CH2:6][CH2:5]1.[NH:26]1[CH2:31][CH2:30][O:29][CH2:28][CH2:27]1.O>O1CCCC1>[O:29]1[CH2:30][CH2:31][N:26]([CH2:2][C:3](=[O:25])[C@@H:4]2[C@:21]3([CH3:22])[C@H:7]([C@H:8]4[C@H:18]([C:19](=[O:23])[CH2:20]3)[C@:16]3([CH3:17])[C@H:11]([CH2:12][C:13](=[O:24])[CH2:14][CH2:15]3)[CH2:10][CH2:9]4)[CH2:6][CH2:5]2)[CH2:27][CH2:28]1

Komponenten

5

Edukt 3

HCID 962WaterHCID 8083MorpholineHCID 8673347421-Bromo-5alpha-pregnane-3,11,20-trione

Produkt 1

HCID 8673403221-Morpholino-5alpha-pregnane-3,11,20-trione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 21-bromo-5α-pregnane-3,11,20-trione (500 mg) in dry tetrahydrofuran was treated at reflux with morpholine (0.5 ml) for 1/2 hour, and poured into water. The oily precipitate was extracted into ether and the extracts were washed with water, dried (Na2SO4) and evaporated to the crude product which was purified by preparative t.l.c. in ethyl acetate and crystallisation from ether to give the title compound (220 mg). m.p. 159°-164°C [α]D +98° (c=1.1%)

Aufarbeitung

  1. extractionThe oily precipitate was extracted into ether
  2. washthe extracts were washed with water
  3. dry with materialdried (Na2SO4)
  4. customevaporated to the crude product which
  5. customwas purified by preparative t.l.c
  6. customin ethyl acetate and crystallisation from ether

Quellen und Nachweise

ORD-Eintrag
ord-c0680a7ade3741f5a799f8210d04c6d7
Quelldatensatz
uspto-grants-1976_09
Patentnummer
US03983111

Notizen zur Reaktion

Wird geladen…