15460-16-9

Upstream product

• 183158-34-1 2,3-dimethylphenylboronic acid 
• 476170-47-5 2-methoxycarbonyl-3-methyl-6,N-bis(trisopropylsilyl)aniline 
• 476170-48-6 2,3-dimethyl-6-(trisopropylsilyl)aniline 
• 87-59-2 2,3-Dimethylaniline 
• 110036-12-9 2-methoxycarbonyl-3-methyl-6-(trisopropylsilyl)aniline 
• 18595-13-6 2-amino-6-methylbenzoic acid methyl ester 
• 526-75-0 2,3-Dimethylphenol 

Downstream Products

• 476170-45-3 1,4-di-O-bis(methoxymethyl)-6-bromo-1,4-dihydroxy-2,3-dimethyl-5-[(all-E)-3,7,11,15,19,23,27,31,35-nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaenyl]benzene 
• 476170-74-8 6-bromo-2,3-dimethyl-5-solanesyl-p-benzoquinol 
• 476170-44-2 1,4-di-O-bis(methoxymethyl)-1,4-dihydroxy-2,3-dimethyl-5-[(all-E)-3,7,11,15,19,23,27,31,35-nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaenyl]benzene 
• 476170-46-4 6-bromo-2,3-dimethyl-5-solanesyl-p-benzoquinone 
• 24584-03-0 plastoquinone-9 
• 13070-27-4 5-bromo-2,3-dimethylcyclohexa-2,5-diene-1,4-dione 

Relevant academic research and scientific papers

A scalable and green one-minute synthesis of substituted phenols

A mild, green and highly efficient protocol was developed for the synthesis of substituted phenols via ipso-hydroxylation of arylboronic acids in ethanol. The method utilizes the combination of aqueous hydrogen peroxide as the oxidant and H2O2/HBr as the reagent under unprecedentedly simple and convenient conditions. A wide range of arylboronic acids were smoothly transformed into substituted phenols in very good to excellent yields without chromatographic purification. The reaction is scalable up to at least 5 grams at room temperature with one-minute reaction time and can be combined in a one-pot sequence with bromination and Pd-catalyzed cross-coupling to generate more diverse, highly substituted phenols.

COMPOSITIONS AND METHODS FOR INHIBITION OF THE JAK PATHWAY

Disclosed are compounds of formula I, compositions containing them, and methods of use for the compounds and compositions in the treatment of conditions in which modulation of the JAK pathway or inhibition of JAK kinases, particularly JAK 2 and JAK3, are

1-Benzyl-4-aza-1-azoniabicyclo[2.2.2]octane tribromide as a regenerable and useful reagent for bromination of phenols under mild conditions

1-Benzyl-4-aza-1-azoniabicyclo[2.2.2]octane tribromide has been examined over several phenolic compounds under mild conditions. The reaction gives brominated phenols in good to excellent yields. Straightforward work-up of the reaction yields pure products in several cases.

Synthesis and spectroscopic characterization of 1-13C- and 4-13C-plastoquinone-9

This paper presents the synthesis of 1-13C- and 4-13C-plastoquinone-9 and their characterization with NMR spectroscopy and mass spectrometry. The synthetic scheme has been further adapted to introduce 13C-labeled plastoquinones on all individual and on each combination of positions in the quinone ring. Also a two-step scheme is disclosed to prepare unlabeled plastoquinone-9. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.

A controlled and selective bromination of phenols by benzyltriphenylphosphonium tribromide

Reactions of phenols with benzyltriphenylphosphonium tribromide in dichloromethane-methanol mixture (2:1) gave mono, di and tri brominated phenols at room temperature with high selectivity and good yields.

Solid-state Nuclear Bromination of Some Phenols by N-Bromosuccinimide

Treatment of crystalline dimethylphenols and hydroquinones with N-bromosuccinimide leads rapidly and regioselectively to ring-substituted products.

Bromination of Phenols by Use of Benzyltrimethylammonium Tribromide

The reaction of phenols with benzyltrimethylammonium tribromide in dichloromethane-methanol for 1 h at room temperature gave polybromophenols in good yields.