4-Fluoro-2-methylphenylboronic acid synthesis
- Product Name:4-Fluoro-2-methylphenylboronic acid
- CAS Number:139911-29-8
- Molecular formula:C7H8BFO2
- Molecular Weight:153.95
5419-55-6
372 suppliers
$12.00/5g
452-63-1
335 suppliers
$11.00/25g
139911-29-8
234 suppliers
$6.00/1g
Yield: 61.5%
Reaction Conditions:
Stage #1:2-Bromo-5-fluorotoluene with n-butyllithium in tetrahydrofuran;hexane at -78; for 1 h;
Stage #2:Triisopropyl borate in tetrahydrofuran;hexane for 1 h;
Steps:
1 Example 1: synthesis of 2-methyl-4-fluorophenylboronic acid
In a solution of 2-bromo-5-fluorotoluene (250 g) in tetrahydrofuran (250 ml) and n- hexane (250 ml) was added n-butyl lithium (991.5 ml) drop wise at -78°C in a dry-ice bath. The solution was stirred for an hour. Triisopropyl borate (373.11 g) was added drop wise and reaction was stirred for further an hour. The resulting solution was diluted with aqueous sodium hydroxide and then washed with n-heptane. The pH of the aqueous layer was adjusted to pH 2-3 using hydrochloric acid and then extracted with ethyl acetate. The organic layer was concentrated under vacuum. This was dissolved in ethyl acetate at about 40°C and to this heptane was added to obtain 2- methyl-4-fluorophenylboronic acid. Yield: 61.5%; HPLC purity: 99.00%.
References:
GLENMARK PHARMACEUTICALS LIMITED;KUDUVA, Srinivasan Subramanian;-, Rajender;CHORAGHE, Mahendra Joma;NAIK, Samir;BHIRUD, Shekhar Bhaskar WO2017/125835, 2017, A1 Location in patent:Paragraph 00117
5419-55-6
372 suppliers
$12.00/5g
452-63-1
335 suppliers
$11.00/25g
7732-18-5
463 suppliers
$12.69/100ml
1310-73-2
1353 suppliers
$14.00/25g
139911-29-8
234 suppliers
$6.00/1g
121-43-7
347 suppliers
$13.00/25mL
452-63-1
335 suppliers
$11.00/25g
139911-29-8
234 suppliers
$6.00/1g
121-43-7
347 suppliers
$13.00/25mL
452-63-1
335 suppliers
$11.00/25g
106-93-4
380 suppliers
$15.00/5g
139911-29-8
234 suppliers
$6.00/1g