2-(4-Methoxyphenyl)-4,4,6-trimethyl-1,3,2-dioxaborinane, 4-(4,4,6-Trimethyl-1,3,2-dioxaborinan-2-yl)anisole

Base Information

• Chemical Name: 2-(4-Methoxyphenyl)-4,4,6-trimethyl-1,3,2-dioxaborinane, 4-(4,4,6-Trimethyl-1,3,2-dioxaborinan-2-yl)anisole
• CAS No.: 934558-31-3
• Molecular Formula: C13H19BO3
• Molecular Weight: 234.103
• Hs Code.: 2934999090
• Mol file: 934558-31-3.mol

Synonyms:2-(4-Methoxyphenyl)-4,4,6-trimethyl-1,3,2-dioxaborinane, 4-(4,4,6-Trimethyl-1,3,2-dioxaborinan-2-yl)anisole;4-Methoxybenzeneboronic acid, hexylene glycol ester

Chemical Property of 2-(4-Methoxyphenyl)-4,4,6-trimethyl-1,3,2-dioxaborinane, 4-(4,4,6-Trimethyl-1,3,2-dioxaborinan-2-yl)anisole

Chemical Property:

• PSA: 27.69000
• LogP: 1.99440

Purity/Quality:

99% ^*data from raw suppliers

2-(4-Methoxyphenyl)-4,4,6-trimethyl-1,3,2-dioxaborinane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(4-Methoxyphenyl)-4,4,6-trimethyl-1,3,2-dioxaborinane, 4-(4,4,6-Trimethyl-1,3,2-dioxaborinan-2-yl)anisole

There total 14 articles about 2-(4-Methoxyphenyl)-4,4,6-trimethyl-1,3,2-dioxaborinane, 4-(4,4,6-Trimethyl-1,3,2-dioxaborinan-2-yl)anisole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

4,4,4',4',6,6'-hexamethyl-2,2'-bi(1,3,2-dioxaborinane)bis(hexyleneglycolato)diboron (230299-21-5) + 4-chloromethoxybenzene (623-12-1) → 2-(4-methoxyphenyl)-4,4,6-trimethyl-1,3,2-dioxaborinane (934558-31-3)

Guidance literature:

With (2,2,2-trifluoroethoxy)trimethylsilane; cesium fluoride; dichlorobis(trimethylphosphine)nickel; In tetrahydrofuran; at 100 ℃; for 2h; Inert atmosphere; Sealed tube;

Reference yield: 92.0%

4-methoxy-N,N,N-trimethylbenzenaminium trifluoromethanesulfonate + 4,4,4',4',6,6'-hexamethyl-2,2'-bi(1,3,2-dioxaborinane)bis(hexyleneglycolato)diboron (230299-21-5) → 2-(4-methoxyphenyl)-4,4,6-trimethyl-1,3,2-dioxaborinane (934558-31-3)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel⁽⁰⁾; potassium tert-butylate; 1,3-dicyclohexyl-1H-imidazol-3-ium chloride; In 2-ethoxy-ethanol; toluene; at 50 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.5b02557

Reference yield: 92.0%

para-iodoanisole (696-62-8) + 4,4,6-trimethyl-1,3,2-dioxaborinane (10199-14-1,23894-82-8) → 2-(4-methoxyphenyl)-4,4,6-trimethyl-1,3,2-dioxaborinane (934558-31-3)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); triethylamine; In toluene; at 100 ℃; for 18h;

DOI:10.3987/COM-12-S(N)28

upstream raw materials:

para-iodoanisole

4,4,6-trimethyl-1,3,2-dioxaborinane

2-methyl-2,4-pentanediol

1-bromo-4-methoxy-benzene

Downstream raw materials:

4-(4-tolyl)anisole

4'-methoxybiphenyl-4-carbonitrile

4-methoxy-4'-nitrobiphenyl

p-benzylanizole

Refernces

• 1、 Chandrashekar, Hediyala B.,Maji, Arun,Halder, Ganga,Banerjee, Sucheta,Bhattacharyya, Sayan,Maiti, Debabrata. "Photocatalyzed borylation using water-soluble quantum dots". . p. 6201 - 6204. Retrieved 2019/06/07.
• 2、 Zhang, Li,Jiao, Lei. "Pyridine-catalyzed radical borylation of aryl halides". supporting information. p. 607 - 610. Retrieved 2017/05/15.