9-Octadecenoyl chloride → 3-(9-Octadecenoyloxy)-4-(nicotinoyloxy)phenyl tert-butylaminomethyl ketone

HRID 1390461

Reaktionsgleichung

Reaktionsgleichung von HRID 1390461
[C:1]([NH:5][CH2:6][C:7]([C:9]1[CH:14]=[CH:13][C:12]([O:15][C:16](=[O:23])[C:17]2[CH:22]=[CH:21][CH:20]=[N:19][CH:18]=2)=[C:11]([OH:24])[CH:10]=1)=[O:8])([CH3:4])([CH3:3])[CH3:2].C[O-].[Na+].C1([O-])C=CC=CC=1.[Na+].[C:36](Cl)(=[O:54])[CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH:44]=[CH:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH3:53]>>[C:1]([NH:5][CH2:6][C:7]([C:9]1[CH:14]=[CH:13][C:12]([O:15][C:16](=[O:23])[C:17]2[CH:22]=[CH:21][CH:20]=[N:19][CH:18]=2)=[C:11]([O:24][C:36](=[O:54])[CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH:44]=[CH:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH3:53])[CH:10]=1)=[O:8])([CH3:4])([CH3:2])[CH3:3]

Komponenten

5

Versuchsvorschrift

Following a procedure similar to that described in Example 2A above, when 3-hydroxy-4-(nicotinoyloxy)phenyl tert-butylaminomethyl ketone is interacted with one equivalent of sodium methoxide and the resulting sodium phenolate salt is reacted with 9-octadecenoyl chloride there is obtained 3-(9-octadecenoyloxy)-4-(nicotinoyloxy)phenyl tert-butylaminomethyl ketone which reacts with methanesulfonic acid to yield the methanesulfonate salt. When this methanesulfonate is reduced with sodium borohydride using the procedure described above in Example 30C, there is obtained 3-(9-octadecenoyloxy)-4-(nicotinoyloxy)-alpha- (tert-butylaminomethyl)benzyl alcohol methanesulfonate.

Quellen und Nachweise

ORD-Eintrag
ord-919389bfae3d4a23ae65c98414a04902
Quelldatensatz
uspto-grants-1979_02
Patentnummer
US04138581

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