1-Butanol → n-Butyl 3,5-dihydroxy-adamantanecarboxylate

HRID 2305275

Reaktionsgleichung

Reaktionsgleichung von HRID 2305275
[OH:1][C:2]12[CH2:12][CH:6]3[CH2:7][C:8]([OH:11])([CH2:10][C:4]([C:13]([OH:15])=[O:14])([CH2:5]3)[CH2:3]1)[CH2:9]2.[CH2:16](O)[CH2:17][CH2:18][CH3:19].S(=O)(=O)(O)O>C1(C)C=CC=CC=1>[OH:11][C:8]12[CH2:7][CH:6]3[CH2:12][C:2]([OH:1])([CH2:3][C:4]([C:13]([O:15][CH2:16][CH2:17][CH2:18][CH3:19])=[O:14])([CH2:5]3)[CH2:10]1)[CH2:9]2

Komponenten

5

Edukt 3

HCID 2631-ButanolHCID 1118Sulfuric AcidHCID 120106473,5-Dihydroxyadamantane-1-carboxylic acid

Produkt 1

HCID 23435153n-Butyl 3,5-dihydroxy-adamantanecarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel2×

Versuchsvorschrift

A mixture of 300 mmole of the above-prepared 3,5-dihydroxy-1-adamantanecarboxylic acid, 450 mmole of n-butanol, 15 mmole of sulfuric acid, and 900 ml of toluene was stirred under reflux of toluene for 5 hours. The reaction mixture was concentrated and was then subjected to column chromatography on a silica gel to yield n-butyl 3,5-dihydroxy-adamantanecarboxylate.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-3129ac2fca624c0fb4f79995426da071
Quelldatensatz
uspto-grants-2002_08
Patentnummer
US06440636B1

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