(R)-N-[2-hydroxy-2-{4-(trifluoromethyl)phenyl}ethyl]benzamide

Base Information

• Chemical Name: (R)-N-[2-hydroxy-2-{4-(trifluoromethyl)phenyl}ethyl]benzamide
• CAS No.: 1299491-15-8
• Molecular Formula: C₁₆H₁₄F₃NO₂
• Molecular Weight: 309.288
• Mol file: 1299491-15-8.mol

Synonyms:

Chemical Property of (R)-N-[2-hydroxy-2-{4-(trifluoromethyl)phenyl}ethyl]benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N-[2-hydroxy-2-{4-(trifluoromethyl)phenyl}ethyl]benzamide

There total 7 articles about (R)-N-[2-hydroxy-2-{4-(trifluoromethyl)phenyl}ethyl]benzamide 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:

(R)-2-phenyl-5-[4-(trifluoromethyl)phenyl]oxazoline (1299491-08-9) → (R)-N-[2-hydroxy-2-{4-(trifluoromethyl)phenyl}ethyl]benzamide (1299491-15-8)

Guidance literature:

With hydrogenchloride; water; In 1,4-dioxane; at 50 ℃; for 1h;

DOI:10.1021/ja201543h

Reference yield:

2-hydroxy-2-(4-trifluoromethylphenyl)ethanamine (81561-66-2,776-02-3) + benzoyl chloride (98-88-4) → (R)-N-[2-hydroxy-2-{4-(trifluoromethyl)phenyl}ethyl]benzamide (1299491-15-8) + C16H14F3NO2

Guidance literature:

With sodium hydrogencarbonate; In aq. phosphate buffer; dimethyl sulfoxide; at 25 ℃; pH=8;

DOI:10.1002/anie.201812968

Reference yield:

2-azido-1-[4-(trifluoromethyl)phenyl]-1-ethanone (874813-04-4) → (R)-N-[2-hydroxy-2-{4-(trifluoromethyl)phenyl}ethyl]benzamide (1299491-15-8)

Guidance literature:

Multi-step reaction with 5 steps

1: hydrogenchloride; palladium 10% on activated carbon; hydrogen / methanol; water / 21 h / 20 °C / Cooling with NaCl-ice

2: sodium hydrogencarbonate / water; ethyl acetate / 3.03 h / 0 - 20 °C

3: sulfuric acid / 0.33 h / 20 °C

4: [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); (R,R)-2,2″-bis[(S)-1-diphenylphosphinoethyl]-1,1″-biferrocene; hydrogen / toluene / 24 h / 80 °C / 38002.6 Torr / Autoclave

5: hydrogenchloride; water / 1,4-dioxane / 1 h / 50 °C

With hydrogenchloride; [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); sulfuric acid; (R,R)-2,2″-bis[(S)-1-diphenylphosphinoethyl]-1,1″-biferrocene; palladium 10% on activated carbon; water; hydrogen; sodium hydrogencarbonate; In 1,4-dioxane; methanol; water; ethyl acetate; toluene;

DOI:10.1021/ja201543h

upstream raw materials:

2-azido-1-[4-(trifluoromethyl)phenyl]-1-ethanone

2-(N-benzoylamino)-1-[4-(trifluoromethyl)phenyl]-1-ethanone

(R)-2-phenyl-5-[4-(trifluoromethyl)phenyl]oxazoline

2-bromo-1-[4-(trifluoromethyl)phenyl]ethanone

Downstream raw materials:

C₂₅H₂₂F₃NO₄

C₂₅H₂₂F₃NO₄

Refernces

• 1、 Kuwano, Ryoichi,Kameyama, Nao,Ikeda, Ryuhei. "Catalytic asymmetric hydrogenation of N-Boc-imidazoles and oxazoles". . p. 7312 - 7315. Retrieved 2011/06/24.