2-tert-Butyl-6-methylphenol → HCID 19003384, compound

HRID 2259326Notes

Reaction equation

[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[C:6]=1[OH:12])([CH3:4])([CH3:3])[CH3:2].[C:13](Cl)(=[O:25])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22](Cl)=[O:23].[Cl-].[Al+3].[Cl-].[Cl-]>>[C:1]([C:5]1[CH:10]=[C:9]([C:13](=[O:25])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]([C:9]2[CH:8]=[C:7]([CH3:11])[C:6]([OH:12])=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH:10]=2)=[O:23])[CH:8]=[C:7]([CH3:11])[C:6]=1[OH:12])([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 3

HCID 166782-tert-Butyl-6-methylphenol

HCID 66072Sebacoyl chloride

HCID 6451240Aluminum(III) Chloride

Product 1

HCID 19003384HCID 19003384, compound

Procedure

18 g (110 mmol) of 2-tert-butyl-6-methylphenol are reacted with 10.7 g (50 mmol) of decanedioic acid chloride in the presence of 27.5 g (200 mmol) of aluminium chloride by the method described in Example 2 to give the corresponding 1,10-di(3'-tert-butyl-5'-methyl-4'-hydroxyphenyl)-1,10-decanedione. 19.2 g (78% of theory) of the product of melting point 165°-168° C. are obtained. The vibration band of the CO groups in the infra-red spectrum appears at 1660 cm-1.

Sources & evidence

ORD record: ord-6fcee6fe02c4441aa51224a5ce8a9faf
Source dataset: uspto-grants-1995_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05473003

Reaction notes

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