ChemicalBook CAS DataBase List 2-Naphthaleneboronic acid

2-Naphthaleneboronic acid synthesis

11synthesis methods

Product Name:2-Naphthaleneboronic acid
CAS Number:32316-92-0
Molecular formula:C10H9BO2
Molecular Weight:171.99

To a two-neck 250mL round bottom flask, triisopropyl borate (3.30mL, 29.06mmol) and 3-bromoquinoline (3.00g, 14.49mmol) was dissolved in dry THF (100mL), then n-butyllithium (14.50mL of a 2M solution in hexane, 29.00mmol) was added dropwise via a dropping funnel over 1h under N2 at-78°C. After 2h, the acetone/dry ice bath was removed, and the reaction solution was allowed to warm to 0°C. The reaction was then quenched with a 2M HCl solution, and the pH value was adjusted to 7 with a solution of 2M NaHCO3. The resulting solution was extracted with ethyl acetate (EA) (3×100mL). The combined organic layers were dried with MgSO4 and evaporated to dryness. n-Hexane was then added to precipitated the product 2-Naphthaleneboronic acid as a white solid (80% yield).

150-46-9
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$14.00/25mL

580-13-2 Synthesis

580-13-2
498 suppliers
$6.00/1g

32316-92-0
460 suppliers
$6.00/1g

Yield:32316-92-0 90%

Reaction Conditions:

Stage #1: 2-bromonaphthalenewith n-butyllithium in tetrahydrofuran at -78; for 1 h;
Stage #2: triethyl borate in tetrahydrofuran; for 6 h;

Steps:

1 Preparation of Compound C

A 500 mL 3-necked flask, place the 2-bromo-naphthalene 15 g (0.072 mol) and THF.It was cooled to -78°C and then, put the 2.5 Mn-BuLi 43.46 ml (0.109 mol) 1 hoursWhile stirring, and then insert the triethyl borate 18.5 ml (0.109 mol) was stirred for 6 hours. A 2M HCl to stop the reaction and extracted into CH2Cl2 and put enough water. Then, the compound to remove water from the solution C, and dried (11.22 g, yield: 90%) was obtained to, the structureIt was confirmed by H1-NMR.

References:

KR2015/22270,2015,A Location in patent:Paragraph 0266; 0267; 0274; 0275

580-13-2 Synthesis

580-13-2
498 suppliers
$6.00/1g

32316-92-0
460 suppliers
$6.00/1g

References