2,6-Di-tert-butyl-4-mercaptophenol → 1,1-Bis(3,5-di-tert-butyl-4-hydroxyphenylthio)-1-(3,5-di-tert-butyl-4-hydroxyphenyl)methane

HRID 64937

Reaction equation

HRID 64937 reaction equation
[C:1]([C:5]1[CH:10]=[C:9]([SH:11])[CH:8]=[C:7]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:6]=1[OH:16])([CH3:4])([CH3:3])[CH3:2].[C:17]([C:21]1[CH:22]=[C:23]([CH:26]=[C:27]([C:30]([CH3:33])([CH3:32])[CH3:31])[C:28]=1[OH:29])[CH:24]=O)([CH3:20])([CH3:19])[CH3:18]>CO>[C:1]([C:5]1[CH:10]=[C:9]([S:11][CH:24]([S:11][C:9]2[CH:8]=[C:7]([C:12]([CH3:13])([CH3:14])[CH3:15])[C:6]([OH:16])=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH:10]=2)[C:23]2[CH:22]=[C:21]([C:17]([CH3:18])([CH3:20])[CH3:19])[C:28]([OH:29])=[C:27]([C:30]([CH3:31])([CH3:32])[CH3:33])[CH:26]=2)[CH:8]=[C:7]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:6]=1[OH:16])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 703702,6-Di-tert-butyl-4-mercaptophenolHCID 732193,5-Di-tert-butyl-4-hydroxybenzaldehyde

Product 1

HCID 137100081,1-Bis(3,5-di-tert-butyl-4-hydroxyphenylthio)-1-(3,5-di-tert-butyl-4-hydroxyphenyl)methaneYield 87%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

The procedure of Example 1 is repeated using 23.84 grams of 2,6-di-tert-butyl-4-mercaptophenol, 11.72 grams of 3,5-di-tert-butyl-4-hydroxybenzaldehyde and 150 ml of methyl alcohol. Trituration with methyl alcohol gives 30 grams (87% yield) of white crystals, mp 175°-177° C.

Sources & evidence

ORD record
ord-36a37f1261b44d6ab252646882ffa253
Source dataset
uspto-grants-1986_09
Patent number
US04611023

Linked notes

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