No renderable structure data available
B(C1=C(C(=CC=C1)C)O)(O)OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | (2-hydroxy-3-methylphenyl)boronic acid |
|---|---|
| IUPAC Name | — |
| CAS Number | 259209-22-8 |
| Database ID | 18616946 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
(2-hydroxy-3-methylphenyl)boronic acid (CAS 259209-22-8) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 18616946
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ce53ac829df0442b9233dabcbfe440feConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-2cda18f3b9db4af5aaa86db479039196Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ce53ac829df0442b9233dabcbfe440feConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 6-(2-Hydroxy-3-methoxyphenyl)-6′-(2-hydroxy-3-methylphenyl)-2,2′-bipyridine was prepared from 6-bromo-6′-(2-hydroxy-3-methoxyphenyl)-2,2′-bipyridine and 2-hydroxy-3-methylphenylboronic acid in 59% yield using method F; δH [2H6]-DMSO 13.28,(1H, s), 8.37,(1H, d), 8.35,(1H, d), 8.29,(2H, t), 8.18,(1H, d), 8.10,(1H, d), 7.97,(1H, d), 7.71,(1H, d), 7.29,(1H, d), 7.10,(1H, d), 6.97-6.87,(2H, m), 3.84,(3H, s), 2.29,(3H, s); MS 385 (MH)+; HPLC retention time (system 1) 4.27 minutes. HPLC retention time (system 1) 4.27 minutes
Source ID: ord-46bc29583515431fb670dd5deeabeb91Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 6-(2-Hydroxy-3-methylphenyl)-6′-(2-hydroxy-4-methylphenyl)-2,2′-bipyridine was prepared from 6-bromo-6′-(2-hydroxy-4-methylphenyl)-2,2′-bipyridine and 2-hydroxy-3-methylphenylboronic acid in 84% yield using method F; δH [2H6]-DMSO 13.38,(1H, b), 8.41-8.22,(4H, m), 8.13,(1H, d), 8.09-8.01,(2H, m), 7.96,(1H, d), 7.28,(1H, d), 6.90,(1H, t), 6.80,(2H, m), 2.33,(3H, s), 2.26,(3H s); MS 369 (MH)+; HPLC retention time (system 1) 4.53 minutes. HPLC retention time (system 1) 4.53 minutes
Source ID: ord-7d7591e390e5429992fbffb06b9aaf4dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 6-(2-Hydroxy-5-methoxyphenyl)-6′-(2-hydroxy-3-methylphenyl)-2,2′-bipyridine was prepared from 6-bromo-6′-(2-hydroxy-5-methoxyphenyl)-2,2′-bipyridine and 2-hydroxy-3-methylphenylboronic acid in 65% yield using method F; δH [2H6]-DMSO 12.35,(1H, s), 8.37,(2H, m), 8.24,(2H, m), 8.17,(1H, d), 7.96,(1H, d), 7.65,(1H, s), 7.27,(1H, d), 7.02-6.86,(3H, m), 3.83,(3H, s), 8.09,(1H, s); MS 385 (MH)+; HPLC retention time (system 1) 4.31 minutes. HPLC retention time (system 1) 4.31 minutes
Source ID: ord-ba6e4dde9b5e4fc586fd4440621523e3Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 6-(2-Hydroxy-5-methoxyphenyl)-6′-(2-hydroxy-3-methylphenyl)-2,2′-bipyridine was prepared from 6-bromo-6′-(2-hydroxy-5-methoxyphenyl)-2,2′-bipyridine and 2-hydroxy-3-methylphenylboronic acid in 65% yield using method F; δH [2H6]-DMSO 12.35,(1H, s), 8.37,(2H, m), 8.24,(2H, m), 8.17,(1H, d), 7.96,(1H, d), 7.65,(1H, s), 7.27,(1H, d), 7.02-6.86,(3H, m), 3.83,(3H, s), 8.09,(1H, s); MS 385 (MH)+; HPLC retention time (system 1) 4.31 minutes. HPLC retention time (system 1) 4.31 minutes
Source ID: ord-ba6e4dde9b5e4fc586fd4440621523e3Conditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 3.0 g (20 mmol) of 2,4-dichloro-pyrimidine in a 10:1 mixture of dioxane:water (220 mL) is added 3.3 g (22 mmol) of 2-hydroxy-3-methyl-phenyl boronic acid followed by 6.0 g (57 mmol) of sodium carbonate. Argon is bubbled through the solution for 15 min then 2.4 g (2.1 mmol) of tetrakis(triphenylphosphine)palladium (0) is added. The reaction is heated overnight at 100° C. then cooled to ambient temperature and filtered through diatomaceous earth. The filter pad is washed with EtOAc then placed on a new receiving flask and washed with a 1:1 mixture of MeOH:DCM. The filtrate is concentrated under reduced pressure to B-16 (1.60 g, 36.0%) Argon is bubbled through the solution for 15 min then cooled to ambient temperature filtered through diatomaceous earth The filter pad is washed with EtOAc washed with a 1:1 mixture of MeOH The filtrate is concentrated under reduced pressure to B-16 (1.60 g, 36.0%)
Source ID: ord-e719394409a34fa2bfe7bb57a1b3fcb8Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-2cda18f3b9db4af5aaa86db479039196Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 6-(2-Hydroxy-3-methoxyphenyl)-6′-(2-hydroxy-3-methylphenyl)-2,2′-bipyridine was prepared from 6-bromo-6′-(2-hydroxy-3-methoxyphenyl)-2,2′-bipyridine and 2-hydroxy-3-methylphenylboronic acid in 59% yield using method F; δH [2H6]-DMSO 13.28,(1H, s), 8.37,(1H, d), 8.35,(1H, d), 8.29,(2H, t), 8.18,(1H, d), 8.10,(1H, d), 7.97,(1H, d), 7.71,(1H, d), 7.29,(1H, d), 7.10,(1H, d), 6.97-6.87,(2H, m), 3.84,(3H, s), 2.29,(3H, s); MS 385 (MH)+; HPLC retention time (system 1) 4.27 minutes. HPLC retention time (system 1) 4.27 minutes
Source ID: ord-db8efe6e916944fe8b512ddb6ff60e96Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 6-(2-Hydroxy-3-methylphenyl)-6′-(2-hydroxy-4-methylphenyl)-2,2′-bipyridine was prepared from 6-bromo-6′-(2-hydroxy-4-methylphenyl)-2,2′-bipyridine and 2-hydroxy-3-methylphenylboronic acid in 84% yield using method F; δH [2H6]-DMSO 13.38,(1H, b), 8.41-8.22,(4H, m), 8.13,(1H, d), 8.09-8.01,(2H, m), 7.96,(1H, d), 7.28,(1H, d), 6.90,(1H, t), 6.80,(2H, m), 2.33,(3H, s), 2.26,(3H, s); MS 369 (MH)+; HPLC retention time (system 1) 4.53 minutes. HPLC retention time (system 1) 4.53 minutes
Source ID: ord-87d9b727bd0a4d02a433821092e1bfc5Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 6-(2-Hydroxy-5-methoxyphenyl)-6′-(2-hydroxy-3-methylphenyl)-2,2′-bipyridine was prepared from 6-bromo-6′-(2-hydroxy-5-methoxyphenyl)-2,2′-bipyridine and 2-hydroxy-3-methylphenylboronic acid in 65% yield using method F; δH [2H6]-DMSO 12.35,(1H, s), 8.37,(2H, m), 8.24,(2H, m), 8.17,(1H, d), 8.09,(1H, d), 7.96,(1H, d), 7.65,(1H, s), 7.27,(1H, d), 7.02-6.86,(3H, m), 3.83,(3H, s), 2.26,(3H, s); MS 385 (MH)+; HPLC retention time (system 1) 4.31 minutes. HPLC retention time (system 1) 4.31 minutes
Source ID: ord-ae20206ce2734afa8bb9ce273f99cb40PubChem References
These sources are listed in the compound's public database record.
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