تفاعل #94087

ord-9b33e77963df4df4b4320925a5d1e81f

معادلة التفاعل

C=CC(C)=O
methyl vinyl ketone
CC(=O)CCO
methyl β-hydroxyethyl ketone
COCCC(C)=O
methyl β-methoxyethyl ketone
CC(=O)CCOc1ccccc1
methyl β-phenoxyethyl ketone
CC(=O)CCOC(C)=O
methyl β-acetyloxyethyl ketone
CC(=O)CCOC(=O)c1ccccc1
methyl β-benzoyloxyethyl ketone
CC(=O)CCOS(=O)(=O)c1ccccc1
methyl β-phenylsulfonyloxyethyl ketone
CC(=O)CCN(C)C
methyl β-dimethylaminoethyl ketone
CC(=O)CCCl
methyl β-chloroethyl ketone
CC(=O)CC[S+](C)C.[Br-]
dimethyl-(β-acetylethyl)-sulfonium bromide
CC(=O)CC[N+](C)(C)C.[I-]
trimethyl-(β-acetylethyl)-ammonium iodide
[OH-]
hydroxide
[H-]
hydride
Cc1ccc(C)c(O)c1C
2,3,6-trimethylphenol
CC1=C(C)C(=O)C(C)CC1
2,3,6-trimethyl-2-cyclohexen-1-one

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

الإجراء التجريبي

A process for the production of 2,3,6-trimethylphenol which comprises reacting a carbonyl compound selected from the group consisting of methyl vinyl ketone, methyl β-hydroxyethyl ketone, methyl β-methoxyethyl ketone, methyl β-phenoxyethyl ketone, methyl β-acetyloxyethyl ketone, methyl β-benzoyloxyethyl ketone, methyl β-methyl-sulfonyloxyethyl ketone, methyl β-phenylsulfonyloxyethyl ketone, methyl β-dimethylaminoethyl ketone, methyl β-chloroethyl ketone, dimethyl-(β-acetylethyl)-sulfonium bromide or trimethyl-(β-acetylethyl)-ammonium iodide to a mixture of diethyl ketone and a basic reagent selected from the group consisting of an alkali metal, an alkaline earth metal, a hydroxide, oxide, alcoholate, amide, hydride or organo metallic compound of an alkali metal or alkaline earth metal, and a quaternary ammonium hydroxide, the amount of said diethyl ketone being in the molar ratio of 1:1 to 50:1 with respect to the total amount of carbonyl compound added, at a reaction temperature of 20° to 150° C. to produce 2,3,6-trimethyl-2-cyclohexen-1-one, and dehydrogenating the latter to produce 2,3,6-trimethylphenol.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04128728uspto-grants-1978_12