Phenol, 3,5-difluoro-2-methoxy- (9CI)

Base Information

• Chemical Name: Phenol, 3,5-difluoro-2-methoxy- (9CI)
• CAS No.: 152434-94-1
• Molecular Formula: C7H6 F2 O2
• Molecular Weight: 160.12
• Hs Code.: 2909500090
• Mol file: 152434-94-1.mol

Synonyms:Phenol, 3,5-difluoro-2-methoxy- (9CI)

Chemical Property of Phenol, 3,5-difluoro-2-methoxy- (9CI)

Chemical Property:

• Boiling Point: 231.7±35.0 °C(Predicted)
• PKA: 7.98±0.15(Predicted)
• PSA: 29.46000
• Density: 1.331±0.06 g/cm3(Predicted)
• LogP: 1.67900

Purity/Quality:

98%min ^*data from raw suppliers

3,5-Difluoro-2-methoxyphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Phenol, 3,5-difluoro-2-methoxy- (9CI)

There total 6 articles about Phenol, 3,5-difluoro-2-methoxy- (9CI) 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:

2,4-difluorophenol (367-27-1) → 3,5-difluoro-2-methoxyphenol (152434-94-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 95 percent / K₂CO₃ / acetone / 48 h / Heating

2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, a) -78 deg C, 15 min, b) from -78 deg C to RT, 1 h

3: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 3 h, 2.) THF, hexane, a) -78 deg C, 15 min, b) from -78 deg C to RT, 1 h

4: 2,2,2-trifluoroethanol, tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / -78 - 20 °C

5: 1.) m-chloroperbenzoic acid, 2.) 10percent aq. KOH / 1.) CH₂Cl₂, reflux, 4 d, 2.) MeOH, 1 h

With potassium hydroxide; n-butyllithium; 2,2,2-trifluoroethanol; tetrabutyl ammonium fluoride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; acetone;

DOI:10.1021/jm00076a024

Reference yield:

2,4-difluoro-1-methoxybenzene (452-10-8) → 3,5-difluoro-2-methoxyphenol (152434-94-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, a) -78 deg C, 15 min, b) from -78 deg C to RT, 1 h

2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 3 h, 2.) THF, hexane, a) -78 deg C, 15 min, b) from -78 deg C to RT, 1 h

3: 2,2,2-trifluoroethanol, tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / -78 - 20 °C

4: 1.) m-chloroperbenzoic acid, 2.) 10percent aq. KOH / 1.) CH₂Cl₂, reflux, 4 d, 2.) MeOH, 1 h

With potassium hydroxide; n-butyllithium; 2,2,2-trifluoroethanol; tetrabutyl ammonium fluoride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran;

DOI:10.1021/jm00076a024

Reference yield:

2-(trimethylsilyl)-4-methoxy-1,3-difluorobenzene (114636-02-1) → 3,5-difluoro-2-methoxyphenol (152434-94-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 3 h, 2.) THF, hexane, a) -78 deg C, 15 min, b) from -78 deg C to RT, 1 h

2: 2,2,2-trifluoroethanol, tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / -78 - 20 °C

3: 1.) m-chloroperbenzoic acid, 2.) 10percent aq. KOH / 1.) CH₂Cl₂, reflux, 4 d, 2.) MeOH, 1 h

With potassium hydroxide; n-butyllithium; 2,2,2-trifluoroethanol; tetrabutyl ammonium fluoride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran;

DOI:10.1021/jm00076a024

upstream raw materials:

3,5-difluoro-2-methoxybenzaldehyde

2,4-difluorophenol

2,4-difluoro-1-methoxybenzene

2-(trimethylsilyl)-4-methoxy-1,3-difluorobenzene

Downstream raw materials:

3-chloro-5-(3,5-difluoro-2-methoxyphenoxy)benzonitrile

3,5-difluorobenzene-1,2-diol

2,6-difluoronorepinephrine

2,6-difluoro-3,4-dimethoxyphenethanolamine

Refernces

• 1、 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.