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Acetic Acid → HCID 21398245, Verbindung

HRID 1439154
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1439154
[CH3:1][C:2]1[CH:3]=[C:4]([CH:11]=[C:12]([C:15]([CH3:18])([CH3:17])[CH3:16])[C:13]=1[OH:14])[CH2:5][CH2:6][C:7]([O:9][CH3:10])=[O:8].[CH2:19]([S:37][CH2:38][CH:39]([OH:42])CO)[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36].[CH3:43][O-:44].[Na+].[C:46]([OH:49])(=O)[CH3:47]>>[CH2:19]([S:37][CH2:38][CH:39]([O:42][C:43](=[O:44])[CH2:4][CH2:3][C:2]1[CH:1]=[C:47]([C:15]([CH3:18])([CH3:17])[CH3:16])[C:46]([OH:49])=[C:12]([CH3:11])[CH:13]=1)[CH2:10][O:9][C:7](=[O:8])[CH2:6][CH2:5][C:4]1[CH:11]=[C:12]([C:15]([CH3:18])([CH3:17])[CH3:16])[C:13]([OH:14])=[C:2]([CH3:1])[CH:3]=1)[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 4

HCID 176Acetic AcidHCID 165455Methyl 3-(1,1-dimethylethyl)-4-hydroxy-5-methylbenzenepropanoateHCID 2459623-Octadecylsulfanylpropane-1,2-diolHCID 10942334Sodium Methoxide

Produkt 1

HCID 21398245HCID 21398245, Verbindung

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 15.2 grams (0.06 mole) of methyl 3-methyl-5-tert-butyl-4-hydroxyhydrocinnamate and 10.14 grams (0.027 mole) of 1-n-octadecylthio-2,3-propanediol was heated to about 80° C and stirred until the mixture became homogenous. Sodium methylate (0.292 grams, 0.0054 mole) was added, and the resulting mixture was heated at 125°-145° C for 5 hours at atmospheric pressure and another 3 hours at 135°-145° C at 0.5-5 mm. The reaction mixture was then cooled and the catalyst neutralized with 0.5 grams (0.008 mole) of glacial acetic acid. Purification of the crude product was achieved by first removing the bulk (1.0 g) of the unreacted starting ester under high vacuum in a Hickman molecular still, followed by chromatography from silica gel using benzene as the eluting solvent.

Aufarbeitung

  1. temperaturethe resulting mixture was heated at 125°-145° C for 5 hours at atmospheric pressure and another 3 hours at 135°-145° C at 0.5-5 mm
  2. temperatureThe reaction mixture was then cooled
  3. customPurification of the crude product
  4. customby first removing the bulk (1.0 g) of the

Quellen und Nachweise

ORD-Eintrag
ord-bac46b3b3f004a439a39d6e08104fc3e
Quelldatensatz
uspto-grants-1977_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04058502

Notizen zur Reaktion

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