Hexane → 3,7,11,15,19,23,27,31,35-Nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaenyl nicotinate

HRID 46955Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 46955
[CH3:1][C:2]([CH3:46])=[CH:3][CH2:4][CH2:5]/[C:6](/[CH3:45])=[CH:7]/[CH2:8][CH2:9]/[C:10](/[CH3:44])=[CH:11]/[CH2:12][CH2:13]/[C:14](/[CH3:43])=[CH:15]/[CH2:16][CH2:17]/[C:18](/[CH3:42])=[CH:19]/[CH2:20][CH2:21]/[C:22](/[CH3:41])=[CH:23]/[CH2:24][CH2:25]/[C:26](/[CH3:40])=[CH:27]/[CH2:28][CH2:29]/[C:30](/[CH3:39])=[CH:31]/[CH2:32][CH2:33]/[C:34](/[CH3:38])=[CH:35]/[CH2:36][OH:37].[C:47](Cl)(=[O:54])[C:48]1[CH:53]=[CH:52][CH:51]=[N:50][CH:49]=1.CCCCCC>N1C=CC=CC=1>[C:47]([O:37][CH2:36][CH:35]=[C:34]([CH3:38])[CH2:33][CH2:32][CH:31]=[C:30]([CH3:39])[CH2:29][CH2:28][CH:27]=[C:26]([CH3:40])[CH2:25][CH2:24][CH:23]=[C:22]([CH3:41])[CH2:21][CH2:20][CH:19]=[C:18]([CH3:42])[CH2:17][CH2:16][CH:15]=[C:14]([CH3:43])[CH2:13][CH2:12][CH:11]=[C:10]([CH3:44])[CH2:9][CH2:8][CH:7]=[C:6]([CH3:45])[CH2:5][CH2:4][CH:3]=[C:2]([CH3:46])[CH3:1])(=[O:54])[C:48]1[CH:53]=[CH:52][CH:51]=[N:50][CH:49]=1

Komponenten

5

Edukt 3

HCID 8058HexaneHCID 82604Nicotinoyl chlorideHCID 5477212Solanesol

Produkt 1

HCID 30538483,7,11,15,19,23,27,31,35-Nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaenyl nicotinate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel2×

Versuchsvorschrift

10 Grams of solanesol were dissolved in 50 ml of pyridine and the solution was added with a solution of 4.5 g. of nicotinic acid chloride in pyridine dropwise over 30 minutes. After completion of the addition, the mixture was stirred at room temperature for two hours to complete the reaction. The reaction product was diluted with-hexane, washed with water and concentrated. The concentrate was purified by chromatography with 80 g. of silica gel in n-hexane/ether solvent mixture as elution solvent to obtain white yellow waxy final product. Yield 6.5 g.______________________________________Elementary analysis as C51H77NO2 : C H N______________________________________Theoretical (%): 83.21 10.54 1.90Found (%): 83.18 10.55 1.92______________________________________

Aufarbeitung

  1. additionthe solution was added with a solution of 4.5 g
  2. additionAfter completion of the addition
  3. customthe reaction
  4. washwashed with water
  5. concentrationconcentrated
  6. customThe concentrate was purified by chromatography with 80 g
  7. washof silica gel in n-hexane/ether solvent mixture as elution solvent

Quellen und Nachweise

ORD-Eintrag
ord-e739c95e1e404b3f80a62d7e270d12b3
Quelldatensatz
uspto-grants-1979_11
Patentnummer
US04175139

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