Benzyl lactate → HCID 19768414, Verbindung

HRID 1590851

Reaktionsgleichung

Reaktionsgleichung von HRID 1590851
[C:1](OCC1C=CC=CC=1)(=O)[CH:2]([CH3:4])O.[N:14](C(OCC)=O)=NC(OCC)=O.[CH2:26]([O:34][C:35]1[CH:40]=[CH:39][C:38]([C:41]2[CH:46]=[CH:45][C:44]([OH:47])=[CH:43][N:42]=2)=[C:37]([F:48])[CH:36]=1)[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33]>>[CH2:26]([O:34][C:35]1[CH:40]=[CH:39][C:38]([C:41]2[CH:46]=[CH:45][C:44]([O:47][CH:2]([C:1]#[N:14])[CH3:4])=[CH:43][N:42]=2)=[C:37]([F:48])[CH:36]=1)[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33]

Komponenten

4

Edukt 3

HCID 98054Benzyl lactateHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 22717460HCID 22717460, Verbindung

Produkt 1

HCID 19768414HCID 19768414, Verbindung

Versuchsvorschrift

Optically active benzyl lactate is etherified by means of diethyl azodicarboxylate (DEAD)/triphenylphosphine with 2-(4-octyloxy-2-fluorophenyl)-5-hydroxypyridine (prepared in accordance with Example 1) and the benzyl group is then split off hydrogenolytically. The acid so obtained is converted as usual into the nitrile (oxalyl chloride, ammonia, thionyl chloride). Optically active 2-(4-octyloxy-2-fluorophenyl)-5-(1-cyanoethoxy)-pyridine is obtained.

Aufarbeitung

  1. customthe benzyl group is then split off hydrogenolytically
  2. customThe acid so obtained

Quellen und Nachweise

ORD-Eintrag
ord-c13875652fd042b99e09cb22bf04964e
Quelldatensatz
uspto-grants-1993_04
Patentnummer
US05204476

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