Phenol, 4-[3-(trifluoromethyl)-3H-diazirin-3-yl]-

Base Information

• Chemical Name: Phenol, 4-[3-(trifluoromethyl)-3H-diazirin-3-yl]-
• CAS No.: 156824-51-0
• Molecular Formula: C8H5F3N2O
• Molecular Weight: 202.136
• Mol file: 156824-51-0.mol

Synonyms:

Chemical Property of Phenol, 4-[3-(trifluoromethyl)-3H-diazirin-3-yl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Phenol, 4-[3-(trifluoromethyl)-3H-diazirin-3-yl]-

There total 8 articles about Phenol, 4-[3-(trifluoromethyl)-3H-diazirin-3-yl]- 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: 26.0%

3-(4-Methoxyphenyl)-3-(trifluoromethyl)-3H-diazirine (891501-19-2) → 3-(4-hydroxyphenyl)-3-trifluoromethyldiazirine (156824-51-0)

Guidance literature:

With (CH₃)SiI; In pentane; for 65h; Ambient temperature;

DOI:10.1021/jo00081a017

Reference yield:

4-bromo-phenol (106-41-2) → 3-(4-hydroxyphenyl)-3-trifluoromethyldiazirine (156824-51-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) KOH / 1.) methanol, 2.) acetonitrile, RT, 30 min

2: 1.) Mg / 1.) THF, 2.) THF

3: 98 percent / NH₂OH*HCl / ethanol; pyridine / 4 h / 60 °C

4: Et₃N, N,N-dimethylaminopyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

5: NH₃ (liq.) / CH₂Cl₂ / 12 h / Ambient temperature

6: 85 percent / tert-butyl hypochlorite, Et₃N / 2-methyl-propan-2-ol; ethanol / 0.5 h / 0 °C

7: acetic acid, 1N aq. HCl / 12 h / Ambient temperature

With hydrogenchloride; dmap; potassium hydroxide; tert-butylhypochlorite; hydroxylamine hydrochloride; ammonia; magnesium; acetic acid; triethylamine; In pyridine; ethanol; dichloromethane; tert-butyl alcohol;

DOI:10.1248/cpb.42.826

Reference yield:

p-methoxymethoxybromobenzene (25458-45-1) → 3-(4-hydroxyphenyl)-3-trifluoromethyldiazirine (156824-51-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) Mg / 1.) THF, 2.) THF

2: 98 percent / NH₂OH*HCl / ethanol; pyridine / 4 h / 60 °C

3: Et₃N, N,N-dimethylaminopyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

4: NH₃ (liq.) / CH₂Cl₂ / 12 h / Ambient temperature

5: 85 percent / tert-butyl hypochlorite, Et₃N / 2-methyl-propan-2-ol; ethanol / 0.5 h / 0 °C

6: acetic acid, 1N aq. HCl / 12 h / Ambient temperature

With hydrogenchloride; dmap; tert-butylhypochlorite; hydroxylamine hydrochloride; ammonia; magnesium; acetic acid; triethylamine; In pyridine; ethanol; dichloromethane; tert-butyl alcohol;

DOI:10.1248/cpb.42.826

upstream raw materials:

3-(4-Methoxyphenyl)-3-(trifluoromethyl)-3H-diazirine

3-<4-(methoxymethoxy)phenyl>-3-(trifluoromethyl)-3H-diazirine

4-bromo-phenol

p-methoxymethoxybromobenzene

Downstream raw materials:

<4-<3-(Trifluoromethyl)-3H-diazirin-3-yl>phenoxy>acetic acid methyl ester

Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[4-(3-trifluoromethyl-3H-diazirin-3-yl)-phenoxy]-tetrahydro-pyran-3-yl ester