1-Bromohexane → 5-n-Hexylthio 4-(3,5-di-t-butyl-4-hydroxyphenyl)-1,2-dithiole-3-thione

HRID 1730992

Reaktionsgleichung

[Na].[SH:2][C:3]1[S:7][S:6][C:5](=[S:8])[C:4]=1[C:9]1[CH:14]=[C:13]([C:15]([CH3:18])([CH3:17])[CH3:16])[C:12]([OH:19])=[C:11]([C:20]([CH3:23])([CH3:22])[CH3:21])[CH:10]=1.[CH2:24](Br)[CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]>C(O)C>[CH2:24]([S:2][C:3]1[S:7][S:6][C:5](=[S:8])[C:4]=1[C:9]1[CH:14]=[C:13]([C:15]([CH3:16])([CH3:17])[CH3:18])[C:12]([OH:19])=[C:11]([C:20]([CH3:23])([CH3:22])[CH3:21])[CH:10]=1)[CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]

Komponenten

Reaktionsbedingungen

Temperatur: 50 °C

Versuchsvorschrift

0.92 parts of sodium was dissolved in 80 parts of ethanol and to this was added 14.8 parts of 5-mercapto-4-(3,5-di-t-butyl-4-hydroxyphenyl)-1,2-dithiole-3-thione, as prepared in example 11 dissolved in 200 parts ethanol. The mixture was then warmed to 50°C and a solution of 6.6 parts n-hexyl bromide in 50 parts ethanol was added dropwise. The mixture was refluxed for 5 hours, the ethanol evaporated, and the residue extracted with diethyl ether. Evaporation of the ether solution gave a crystalline residue which was crystallised from ether to give 12 parts of 5-n-hexylthio 4-(3,5-di-t-butyl-4-hydroxyphenyl)-1,2-dithiole-3-thione, m.p. 110°.

Aufarbeitung

customas prepared in example 11
temperatureThe mixture was refluxed for 5 hours
customthe ethanol evaporated
extractionthe residue extracted with diethyl ether
customEvaporation of the ether solution
customgave a crystalline residue which
customwas crystallised from ether

Quellen und Nachweise

ORD-Eintrag: ord-0255547498fd49348e78a655574d2eca
Quelldatensatz: uspto-grants-1976_11
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US03994923

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