4-phenyl-3,4-dihydro-1H-benzo[d][1,2]oxazine

Base Information

• Chemical Name: 4-phenyl-3,4-dihydro-1H-benzo[d][1,2]oxazine
• CAS No.: 21464-34-6
• Molecular Formula: C₁₄H₁₃NO
• Molecular Weight: 211.263
• Mol file: 21464-34-6.mol

Synonyms:4-phenyl-3,4-dihydro-1H-benzo[d][1,2]oxazine

Chemical Property of 4-phenyl-3,4-dihydro-1H-benzo[d][1,2]oxazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-phenyl-3,4-dihydro-1H-benzo[d][1,2]oxazine

There total 8 articles about 4-phenyl-3,4-dihydro-1H-benzo[d][1,2]oxazine 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: 99.0%

4-phenyl-1H-benzo[d][1,2]oxazine (17799-96-1) → 4-phenyl-3,4-dihydro-1H-benzo[d][1,2]oxazine (21464-34-6)

Guidance literature:

With methanesulfonic acid; hydrogen; [(E)-4-methoxy-N-(1-(4-methoxyphenyl)ethylidene)aniline]iridium(III) mesylate; In isopropyl alcohol; at 23 ℃; for 16h; under 37503.8 Torr; chemoselective reaction; Sealed tube;

DOI:10.1002/anie.202103806

Reference yield:

N-benzyloxy benzamide (3532-25-0) → 4-phenyl-3,4-dihydro-1H-benzo[d][1,2]oxazine (21464-34-6)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoromethylsulfonic anhydride; 2-chloropyridine / dichloromethane / 1 h / 23 °C / Schlenk technique; Inert atmosphere

2: methanesulfonic acid; hydrogen; [(E)-4-methoxy-N-(1-(4-methoxyphenyl)ethylidene)aniline]iridium(III) mesylate / isopropyl alcohol / 16 h / 23 °C / 37503.8 Torr / Sealed tube

With 2-chloropyridine; methanesulfonic acid; trifluoromethylsulfonic anhydride; hydrogen; [(E)-4-methoxy-N-(1-(4-methoxyphenyl)ethylidene)aniline]iridium(III) mesylate; In dichloromethane; isopropyl alcohol;

DOI:10.1002/anie.202103806

Reference yield:

4-phenyl-1,4-dihydro-benzo[d][1,2]oxazine-3-carboxylic acid ethyl ester (21464-36-8) → 4-phenyl-3,4-dihydro-1H-benzo[d][1,2]oxazine (21464-34-6)

Guidance literature:

With potassium hydroxide; In ethanol;

upstream raw materials:

4-phenyl-1,4-dihydro-benzo[d][1,2]oxazine-3-carboxylic acid ethyl ester

2-Benzoylbenzoic acid

2-benzofuran-1(3H)-one

(2-hydroxymethylphenyl)phenylmethanol

Downstream raw materials:

4-phenyl-3-propionyl-3,4-dihydro-1H-benzo[d][1,2]oxazine

3-(2-chloro-ethyl)-4-phenyl-3,4-dihydro-1H-benzo[d][1,2]oxazine

1-carbamoyloxy-2-(4-phenyl-1,4-dihydro-benzo[d][1,2]oxazin-3-yl)-ethane

3-benzoyl-4-phenyl-3,4-dihydro-1H-benzo[d][1,2]oxazine

Refernces

• 1、 Pifferi,Consonni. "Findings on 2,3-benzoxazine. VII. (1)-4-phenyl-1H-3,4-dihydro-2,3-benzozazine and derivatives". . p. 949 - 962. Retrieved 2007/10/05.