5-METHOXY-3-PHENYLBENZOFURAN

Base Information

• Chemical Name: 5-METHOXY-3-PHENYLBENZOFURAN
• CAS No.: 7196-05-6
• Molecular Formula: C15H12O2
• Molecular Weight: 224.259
• Mol file: 7196-05-6.mol

Synonyms:5-METHOXY-3-PHENYLBENZOFURAN

Chemical Property of 5-METHOXY-3-PHENYLBENZOFURAN

Chemical Property:

• PSA: 22.37000
• LogP: 4.10840

Purity/Quality:

95+% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-METHOXY-3-PHENYLBENZOFURAN

There total 11 articles about 5-METHOXY-3-PHENYLBENZOFURAN 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: 94.0%

8-(4'-methoxyphenoxy)acetophenone (14385-49-0) → 5-methoxy-3-phenylbenzofuran (7196-05-6)

Guidance literature:

With perchloric acid on silica gel; In toluene; for 8h; Reagent/catalyst; Solvent; Reflux;

DOI:10.3987/COM-15-13351

Reference yield: 88.0%

4-methoxy-2-(1-phenylethenyl)phenol (62594-98-3) → 5-methoxy-3-phenylbenzofuran (7196-05-6)

Guidance literature:

With bis(acetylacetonate)nickel(II); 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; triphenylphosphine; In N,N-dimethyl acetamide; at 140 ℃; for 24h; under 760.051 Torr; Schlenk technique;

DOI:10.1039/d0ra03071f

Reference yield: 65.0%

2-(2-chloroacetyl)phenol (53074-73-0) + phenylmagnesium bromide (100-58-3) → 5-methoxy-3-phenylbenzofuran (7196-05-6)

Guidance literature:

2-(2-chloroacetyl)phenol; phenylmagnesium bromide; In tetrahydrofuran; toluene; at -78 - -30 ℃; for 0.5h; Inert atmosphere;

With methanol; In tetrahydrofuran; toluene;

DOI:10.1021/ol102123u

upstream raw materials:

8-(4'-methoxyphenoxy)acetophenone

4-methoxy-phenol

α-bromoacetophenone

2-(2-chloroacetyl)phenol

Downstream raw materials:

5-hydroxy-3-phenylbenzofuran

Refernces

• 1、 Ma, Lin,Ma, Zhanwei,Zhang, Min,Zhou, Min. "Synthesis of benzofurans from the cyclodehydration of α-phenoxy ketones mediated by Eaton’s reagent". . p. 426 - 436. Retrieved 2020/03/23.
• 2、 Lamaa, Diana,Hauguel, Camille,Lin, Hsin-Ping,Messe, Estelle,Gandon, Vincent,Alami, Mouad,Hamze, Abdallah. "Sequential One-Pot Synthesis of 3-Arylbenzofurans from N-Tosylhydrazones and Bromophenol Derivatives". . p. 13664 - 13673. Retrieved 2020/11/13.