4-Nitrobenzyl alcohol → HCID 20140840, Verbindung

HRID 1252217

Reaktionsgleichung

Reaktionsgleichung von HRID 1252217
[C:1]([C:4]([CH3:21])([CH3:20])[CH2:5][CH2:6][C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][CH:12]=1)=[O:8])([OH:3])=[O:2].CC1(C)CCC(=O)OC1=O.[N+](C1C=CC(CO)=CC=1)([O-])=O.[CH3:43][O:44][C:45]1[CH:52]=[CH:51][C:48]([CH2:49]Cl)=[CH:47][CH:46]=1>CN(C)C=O.O.C(N(CC)CC)C>[CH3:43][O:44][C:45]1[CH:52]=[CH:51][C:48]([CH2:49][O:2][C:1]([C:4]([CH3:21])([CH3:20])[CH2:5][CH2:6][C:7]([O:9][CH2:10][C:11]2[CH:12]=[CH:13][C:14]([N+:17]([O-:19])=[O:18])=[CH:15][CH:16]=2)=[O:8])=[O:3])=[CH:47][CH:46]=1

Komponenten

8

Edukt 4

HCID 692754-Nitrobenzyl alcoholHCID 699934-Methyloxybenzyl chlorideHCID 76247Dihydro-3,3-dimethyl-2H-pyran-2,6(3H)-dioneHCID 20140795HCID 20140795, Verbindung

Produkt 1

HCID 20140840HCID 20140840, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittelHCID 8471TriethylamineLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a solution of p-nitrobenzyl 4-carboxy-4-methylvalerate (17.26 g) in dry dimethylformamide (100 ml), prepared by the procedure similar to that described in Example 174 from 2,2-dimethylglutaric anhydride and p-nitrobenzyl alcohol, was added p-methoxybenzyl chloride (9.16 g) and triethylamine (5.91 g). The reaction mixture was stirred at 80° C. for 9.5 hours, diluted with water and extracted with diethyl ether. The extract was washed successively with aqueous potassium carbonate, water, dilute hydrochloric acid and again water, dried over anhydrous sodium sulfate and evaporated to give p-nitrobenzyl 4-p-methoxybenzyloxycarbonyl-4-methylvalerate.

Aufarbeitung

  1. extractionextracted with diethyl ether
  2. washThe extract was washed successively with aqueous potassium carbonate, water, dilute hydrochloric acid and again water
  3. dry with materialdried over anhydrous sodium sulfate
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-2bae3c7b3497440ab93648332a424e42
Quelldatensatz
uspto-grants-1988_05
Patentnummer
US04742052

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