6-Nitroveratryl alcohol → 4,5-Dimethoxy-2-nitrobenzyl hexadecanesulfonate

HRID 1111556

Reaktionsgleichung

Reaktionsgleichung von HRID 1111556
[CH3:1][O:2][C:3]1[C:10]([O:11][CH3:12])=[CH:9][C:6]([CH2:7][OH:8])=[C:5]([N+:13]([O-:15])=[O:14])[CH:4]=1.[CH2:16]([S:32](Cl)(=[O:34])=[O:33])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]>CC(C)=O.C1(NC2CCCCC2)CCCCC1>[CH2:16]([S:32]([O:8][CH2:7][C:6]1[CH:9]=[C:10]([O:11][CH3:12])[C:3]([O:2][CH3:1])=[CH:4][C:5]=1[N+:13]([O-:15])=[O:14])(=[O:34])=[O:33])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]

Komponenten

5

Edukt 2

HCID 660976-Nitroveratryl alcoholHCID 969231-Hexadecanesulfonyl chloride

Produkt 1

HCID 537926464,5-Dimethoxy-2-nitrobenzyl hexadecanesulfonate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 7582DicyclohexylamineLösungsmittel

Versuchsvorschrift

To a solution of 5.33 g (0.025 mol) of 4,5-dimethoxy-2-nitrobenzyl alcohol and 8.15 g (0.025 mol) hexadecanesulfonyl chloride in 100 ml of acetone, dicyclohexylamine (5 ml, slight excess) was added via motor driven syringe over 30 minutes. After the addition was complete, the reaction was stirred an additional 30 minutes. The precipitated dicyclohexylamine hydrochloride was removed by filtration and the acetone filtrate reduced in volume in vacuo until most of the product had precipitated (yield 9.5 g, m.p. 81°-82° C.).

Aufarbeitung

  1. customover 30 minutes
  2. additionAfter the addition
  3. customThe precipitated dicyclohexylamine hydrochloride was removed by filtration
  4. customhad precipitated (yield 9.5 g, m.p. 81°-82° C.)

Quellen und Nachweise

ORD-Eintrag
ord-0bda839b85f6458e8c089dd31d4efe42
Quelldatensatz
uspto-grants-1990_12
Patentnummer
US04980096

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