Acetic Acid → HCID 68130945, Verbindung

HRID 1287644Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1287644
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:23])[CH2:9][CH2:10][CH2:11][N:12]2[CH2:17][CH:16]=[C:15]([C:18]3OC=C[N:22]=3)[CH2:14][CH2:13]2)=[CH:4][CH:3]=1.[Cr](O)(O)(=O)=O.C(=O)([O-])[O-].[Na+].[Na+].Cl.[C:36](O)(=[O:38])[CH3:37]>CO.CCOCC>[O:38]1[CH:36]=[CH:37][C:18]([C:15]2[CH2:14][CH2:13][N:12]([CH2:11][CH2:10][CH2:9][C:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)=[O:23])[CH2:17][CH:16]=2)=[N:22]1

Komponenten

8

Edukt 5

HCID 176Acetic Acid2×HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 24425Chromic AcidHCID 21505599HCID 21505599, Verbindung

Produkt 1

HCID 68130945HCID 68130945, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolKatalysatorHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

A 1.58 g. portion of 3,6-dihydro-α-(p-fluorophenyl)- 4-(2-oxazolyl)-1(2H)-pyridinebutanol, prepared as described in Example 15, in 45 ml. of acetic acid is stirred at room temperature. A 30 ml. portion of chromic acid in acetic acid is added dropwise. The mixture is stirred for 2 hours and allowed to stand overnight. A few drops of methanol are added, the mixture is poured into ice water and neutralized with sodium carbonate. The mixture is extracted with ether. The ether extract is dried over magnesium sulfate, filtered and evaporated yielding an oil which solidifies. This solid is dissolved in ether, alcoholic HCl is added and the mixture is filtered. The solid is slurried in acetone, filtered and recrystallized twice from ethanol, m.p. 178°-178.5° C.

Aufarbeitung

  1. waitto stand overnight
  2. extractionThe mixture is extracted with ether
  3. extractionThe ether extract
  4. dry with materialis dried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated
  7. customyielding an oil which
  8. filtrationthe mixture is filtered
  9. filtrationfiltered
  10. customrecrystallized twice from ethanol, m.p. 178°-178.5° C.

Quellen und Nachweise

ORD-Eintrag
ord-35dc9d50eab24fa0b440a732fed1ed25
Quelldatensatz
uspto-grants-1976_10
Patentnummer
US03985754

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