2-(4-METHOXYSTYRYL)-1,3-BENZOXAZOLE

Base Information

• Chemical Name: 2-(4-METHOXYSTYRYL)-1,3-BENZOXAZOLE
• CAS No.: 71907-23-8
• Molecular Formula: C16H13NO2
• Molecular Weight: 251.285
• Mol file: 71907-23-8.mol

Synonyms:2-(4-Methoxy-trans(?)-styryl)-benzoxazol;(E)-2-(4-methoxystyryl)benzo[d]oxazole;2-(4-methoxy-trans(?)-styryl)-benzoxazole;2-[(E)-2-(4-Methoxy-phenyl)-vinyl]-benzooxazole;(E)-2-(4-methoxystyryl)benzoxazole;2-(4-methoxy-trans-styryl)-benzooxazole;1-Benzoxazo-2-yl)-2-(p-methoxy-phenyl)ethylen;

Chemical Property of 2-(4-METHOXYSTYRYL)-1,3-BENZOXAZOLE

Chemical Property:

• PSA: 35.26000
• LogP: 4.00680

Purity/Quality:

99% ^*data from raw suppliers

2-(4-METHOXYSTYRYL)-1,3-BENZOXAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(4-METHOXYSTYRYL)-1,3-BENZOXAZOLE

There total 15 articles about 2-(4-METHOXYSTYRYL)-1,3-BENZOXAZOLE 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: 95.0%

2-methyl-1,3-benzoxazole (95-21-6) + 4-methoxy-benzaldehyde (123-11-5) → 2‐[(E)‐2‐(4‐methoxyphenyl)ethenyl]‐1,3‐benzoxazole (71907-23-8)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; tert-butyl alcohol; 1) -50 deg C, 2h, 2) r.t., 12 h;

DOI:10.1021/jo00063a047

Reference yield: 88.0%

(E)-4-(2-bromo-vinyl)-anisole (6303-59-9,60592-52-1,27570-08-7) + 9-methyl-9H-fluorene-9-carbonyl chloride (82102-37-2) + 2-amino-phenol (95-55-6) → 2‐[(E)‐2‐(4‐methoxyphenyl)ethenyl]‐1,3‐benzoxazole (71907-23-8)

Guidance literature:

(E)-4-(2-bromo-vinyl)-anisole; 2-amino-phenol; With dichloro(1,5-cyclooctadiene)palladium(II); 1,8-diazabicyclo[5.4.0]undec-7-ene; tri tert-butylphosphoniumtetrafluoroborate; In 1,4-dioxane;

9-methyl-9H-fluorene-9-carbonyl chloride; With dichloro(1,5-cyclooctadiene)palladium(II); N-Methyldicyclohexylamine; tri tert-butylphosphoniumtetrafluoroborate; In 1,4-dioxane; at 60 ℃; for 15h; Inert atmosphere;

With methanesulfonic acid; In 1,4-dioxane; at 100 ℃; for 4h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b00642

Reference yield: 87.0%

benzoxazole (273-53-0,29791-96-6) + (E)-phenyl 3-(4-methoxyphenyl)acrylate (93340-46-6) → 2‐[(E)‐2‐(4‐methoxyphenyl)ethenyl]‐1,3‐benzoxazole (71907-23-8)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; potassium phosphate; 1,2-bis-(dicyclohexylphosphino)ethane; In 1,4-dioxane; at 150 ℃; for 24h; Inert atmosphere; Glovebox;

DOI:10.1002/anie.201304492

upstream raw materials:

2-methyl-1,3-benzoxazole

4-methoxy-benzaldehyde

2-(chloromethyl)benzoxazole

(E)-3-(4-methoxyphenyl)acrylic acid

Downstream raw materials:

4-(trans-2-benzooxazol-2-yl-vinyl)-phenol

Refernces

• 1、 Szappanos,Mándi, Attila,Gulácsi, Katalin,Lisztes, Erika,István Tóth, Balázs,Bíró, Tamás,Kónya-ábrahám, Anita,Kiss-Szikszai, Attila,Bényei, Attila,Antus, Sándor,Kurtán, Tibor. "Synthesis and hplc-ecd study of cytostatic condensed o,n-heterocycles obtained from 3-aminoflavanones". . p. 1 - 42. Retrieved 2020/10/30.
• 2、 Hepburn, Hamish B.,Melchiorre, Paolo. "Br?nsted acid-catalysed conjugate addition of photochemically generated α-amino radicals to alkenylpyridines". supporting information. p. 3520 - 3523. Retrieved 2016/03/04.