Sodium Hydroxide → 8-Acetyl-8-phenyl-12-benzyloxyheptadecanoic acid

HRID 1730223Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1730223
[C:1]([C:4]([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)([CH2:16][CH2:17][CH2:18][CH:19]([O:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]([O:13]CC)=[O:12])(=[O:3])[CH3:2].[OH-].[Na+]>CO>[C:1]([C:4]([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)([CH2:16][CH2:17][CH2:18][CH:19]([O:25][CH2:26][C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1)[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]([OH:13])=[O:12])(=[O:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 21397385HCID 21397385, Verbindung

Produkt 1

HCID 213974108-Acetyl-8-phenyl-12-benzyloxyheptadecanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of ethyl 8-acetyl-8-phenyl-12-benzyloxyheptadecanoate (14 g., crude), sodium hydroxide (2.0 g., 0.05 mole) and methanol (150 ml.) is stirred for 48 hours. The methanol is removed in vacuo; and the residual oil is poured into H2O (100 ml.), acidified with 6 N HCl (100 ml.), extracted with ether, and the combined ether extracts dried over anhydrous Na2SO4. The ether is removed in vacuo, and the residual oil is chromatographed through a silica gel column (95% CHCH3 -5% MeOH) to obtain 8-acetyl-8-phenyl-12-benzyloxyheptadecanoic acid (1.43 g., slightly impure).

Aufarbeitung

  1. customThe methanol is removed in vacuo
  2. additionand the residual oil is poured into H2O (100 ml.)
  3. extractionextracted with ether
  4. dry with materialthe combined ether extracts dried over anhydrous Na2SO4
  5. customThe ether is removed in vacuo
  6. customthe residual oil is chromatographed through a silica gel column (95% CHCH3 -5% MeOH)

Quellen und Nachweise

ORD-Eintrag
ord-fd640f23df184399876a7e6be45c58b2
Quelldatensatz
uspto-grants-1976_11
Patentnummer
US03991087

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