Basic Information | Post buying leads | Suppliers | Cas Database |
methanol
diisopropylamine borane
5-bromo-1,3-xylene
3,5-dimethylphenyl boronic acid
Conditions | Yield |
---|---|
Stage #1: diisopropylamine borane With magnesium; phenylmagnesium bromide In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: 5-bromo-1,3-xylene In tetrahydrofuran at 70℃; Stage #3: methanol Further stages; | 89% |
Conditions | Yield |
---|---|
With Mg; H2SO4 In tetrahydrofuran; diethyl ether aryl bromide in THF was added to Mg turnings, filtered, added dropwise with stirring to trimethyl borate in ether at -70°C, the suspn. was allowed to warm to room temp. overnight, added with stirring to ice, concd. H2SO4, stirred for 30 min (Ar); shaken with ether, dried over Na2SO4, evapd., filtered, dried in vac.; elem. anal.; | 85.6% |
With Mg; iodomethane In diethyl ether under Ar atm. 1,3-dimethyl-5-bromobenzene in Et2O was added slowly to Mgturning in the presence of MeI, react. mixt. was refluxed for 6 h and a dded at -60°C to soln. B(OMe)3 in Et2O, allowed to warm slowly toroom temp. with stirring; react. mixt. was poured into 20% H2SO4, org. phase was separated, washedwith water and dried over MgSO4, solvent was removed in vacuo; | 82% |
Trimethyl borate
water
3,5-dimethyphenylmagnesium bromide
3,5-dimethylphenyl boronic acid
Conditions | Yield |
---|---|
Stage #1: Trimethyl borate; 3,5-dimethyphenylmagnesium bromide In tetrahydrofuran at 20℃; Stage #2: water With hydrogenchloride In tetrahydrofuran; diethyl ether | 74% |
Trimethyl borate
5-bromo-1,3-xylene
water
3,5-dimethylphenyl boronic acid
Conditions | Yield |
---|---|
Stage #1: Trimethyl borate; 5-bromo-1,3-xylene With magnesium In tetrahydrofuran at -78 - 20℃; Stage #2: water With hydrogenchloride In tetrahydrofuran; diethyl ether | 74% |
5-bromo-1,3-xylene
3,5-dimethylphenyl boronic acid
Conditions | Yield |
---|---|
With Trimethyl borate | |
Stage #1: 5-bromo-1,3-xylene With magnesium In tetrahydrofuran Stage #2: With Trimethyl borate Stage #3: With hydrogenchloride Further stages.; | |
Stage #1: 5-bromo-1,3-xylene With magnesium; methyl iodide In diethyl ether Inert atmosphere; Reflux; Stage #2: With Trimethyl borate In diethyl ether at -60 - 20℃; Inert atmosphere; | |
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C 1.2: -78 - 20 °C 2.1: water; hydrogenchloride / tetrahydrofuran; hexane / 20 °C / pH 3 - 5 View Scheme |
2-(3,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
3,5-dimethylphenyl boronic acid
Conditions | Yield |
---|---|
Stage #1: 2-(3,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane With sodium periodate In tetrahydrofuran; water for 0.25h; Stage #2: With hydrogenchloride In tetrahydrofuran; water for 4h; | |
Stage #1: 2-(3,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane With sodium periodate In tetrahydrofuran; water for 0.5h; Stage #2: With hydrogenchloride In tetrahydrofuran; water at 20℃; for 17h; |
m-xylene
3,5-dimethylphenyl boronic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 4,4'-di-tert-butyl-2,2'-bipyridine / [Ir(COD)(OMe)]2 / tetrahydrofuran / 16 h / 80 °C 2.1: sodium periodate / tetrahydrofuran; H2O / 0.25 h 2.2: HCl / H2O; tetrahydrofuran / 4 h View Scheme | |
Multi-step reaction with 2 steps 1.1: 4,4'-di-tert-butyl-2,2'-bipyridine; pinacolborane / [(COD)Ir(OMe)]2 / cyclohexane / 24 h / 80 °C 2.1: sodium periodate / tetrahydrofuran; H2O / 0.5 h 2.2: hydrochloric acid / tetrahydrofuran; H2O / 17 h / 20 °C View Scheme |
Conditions | Yield |
---|---|
With N2 In tetrahydrofuran | 2.41 g (29.7%) |
With N2 In tetrahydrofuran | 2.41 g (29.7%) |
With sodium hydroxide; n-butyllithium In tetrahydrofuran; hydrogenchloride; hexane; dichloromethane | |
Stage #1: 5-bromo-1,3-xylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.25h; Inert atmosphere; Stage #2: Triisopropyl borate In tetrahydrofuran; hexane at 25℃; for 0.333333h; Inert atmosphere; |
C26H31B3O5
A
(4-methoxy-3,5-dimethylphenyl)boronic acid
B
3,5-dimethylphenyl boronic acid
Conditions | Yield |
---|---|
With water at 25℃; Equilibrium constant; |
C25H29B3O4
A
(4-methoxy-3,5-dimethylphenyl)boronic acid
B
3,5-dimethylphenyl boronic acid
Conditions | Yield |
---|---|
With water at 25℃; Equilibrium constant; |