2,6-Difluoro-3-hydroxybenzaldehyde

Base Information

• Chemical Name: 2,6-Difluoro-3-hydroxybenzaldehyde
• CAS No.: 152434-88-3
• Molecular Formula: C7H4 F2 O2
• Molecular Weight: 158.104
• Hs Code.: 2913000090
• Mol file: 152434-88-3.mol

Synonyms:2,6-Difluoro-3-hydroxybenzaldehyde

Chemical Property of 2,6-Difluoro-3-hydroxybenzaldehyde

Chemical Property:

• Vapor Pressure: 0.0449mmHg at 25°C
• Melting Point: 110-114℃
• Refractive Index: 1.559
• Boiling Point: 229.9°C at 760 mmHg
• PKA: 8.01±0.23(Predicted)
• Flash Point: 92.8°C
• PSA: 37.30000
• Density: 1.464g/cm³
• LogP: 1.48290
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,6-Difluoro-3-hydroxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

Useful:

• Uses: 2,6-Difluoro-3-hydroxybenzaldehyde is used in preparation method of imidazoline pyridine compound intermediates.

Technology Process of 2,6-Difluoro-3-hydroxybenzaldehyde

There total 7 articles about 2,6-Difluoro-3-hydroxybenzaldehyde 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: 96.0%

3-(benzyloxy)-2,6-difluorobenzaldehyde (152434-87-2) → 2,6-difluoro-3-hydroxy-benzaldehyde (152434-88-3)

Guidance literature:

With palladium 10% on activated carbon; ammonium formate; In ethanol; at 65 ℃;

DOI:10.1016/j.bmcl.2018.02.001

Reference yield: 92.0%

3-ethoxymethoxy-2,6-difluoro-benzaldehyde (1256478-45-1) → 2,6-difluoro-3-hydroxy-benzaldehyde (152434-88-3)

Guidance literature:

With hydrogenchloride; water; In methanol; for 1h; Inert atmosphere;

DOI:10.1021/jo101720y

Reference yield:

2,4-difluorophenol (367-27-1) → 2,6-difluoro-3-hydroxy-benzaldehyde (152434-88-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / K₂CO₃ / acetone / Heating

2: 1.) n-BuLi / 1.) THF, hexane, -75 deg C, 30 min, 2.) THF, hexane, a) -75 deg C, 15 min, b) from -75 deg C to RT, 30 min

3: 0.14 g / Et₃N, H₂ / 15percent Pd/C / methanol

With n-butyllithium; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In methanol; acetone;

DOI:10.1021/jm00076a024

upstream raw materials:

3-(tert-Butyl-dimethyl-silanyloxy)-2,6-difluoro-benzaldehyde

3-(benzyloxy)-2,6-difluorobenzaldehyde

2,4-difluorophenol

1-(tert-butyldimethylsilyloxy)-2,4-difluorobenzene

Refernces

• 1、 Sorto, Nohemy A.,Olmstead, Marilyn M.,Shaw, Jared T.. "Practical synthesis of PC190723, an inhibitor of the bacterial cell division protein ftsz". supporting information; experimental part. p. 7946 - 7949. Retrieved 2011/02/22.
• 2、 Chen, George T.,King, Michael,Gusovsky, Fabian,Creveling, Cyrus R.,Daly, John W.,et al.. "Syntheses of 2,5- and 2,6-Difluoronorepinephrine, 2,5-Difluoroepinephrine, and 2,6-Difluorophenylephrine: Effect of Disubstitution with Fluorine on Adrenergic Activity". . p. 3947 - 3955. Retrieved 2007/10/02.