Ethanone, 2-phenyl-1-[4-(phenylmethoxy)phenyl]-

Base Information

• Chemical Name: Ethanone, 2-phenyl-1-[4-(phenylmethoxy)phenyl]-
• CAS No.: 14293-14-2
• Molecular Formula: C21H18O2
• Molecular Weight: 302.373

Synonyms:

Chemical Property of Ethanone, 2-phenyl-1-[4-(phenylmethoxy)phenyl]-

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ethanone, 2-phenyl-1-[4-(phenylmethoxy)phenyl]-

There total 5 articles about Ethanone, 2-phenyl-1-[4-(phenylmethoxy)phenyl]- 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: 43.0%

1-(4-Hydroxyphenyl)-2-phenylethanone (2491-32-9) + benzyl chloride (100-44-7) → benzyl 4-benzyloxphenyl ketone + 4-(benzyloxy)phenyl benzyl ketone (14293-14-2)

Guidance literature:

SiO₂; In C₆ H₆; Me₂;

Reference yield:

1-(4-Hydroxyphenyl)-2-phenylethanone (2491-32-9) + benzyl bromide (100-39-0) → 4-(benzyloxy)phenyl benzyl ketone (14293-14-2)

Guidance literature:

With potassium carbonate; In acetone; at 57 ℃; for 2h; Product distribution / selectivity; Heating / reflux;

Reference yield:

(benzyloxy)benzene (946-80-5) + phenylacetyl chloride (103-80-0) → 4-(benzyloxy)phenyl benzyl ketone (14293-14-2)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 0 ℃; Product distribution / selectivity;

upstream raw materials:

1-(4-Hydroxyphenyl)-2-phenylethanone

benzyl chloride

benzyl bromide

(benzyloxy)benzene

Downstream raw materials:

4-Benzyloxy-benzil

1-(4-Benzyloxy-phenyl)-3-methyl-2-phenyl-butan-1-one

1-(4-benzyloxyphenyl)-2-phenyl-butan-1-one

4'-benzyloxy-2,3-diphenylbutyrophenone

Refernces

Synthesis and chiral separation of some antitumor agents

10.1006/bioo.1996.0009

The research focused on the synthesis and chiral separation of four Z-isomers of 1,1-dichloro-2,2,3-triarylcyclopropane (DTACs), which are potent antitumor agents designed to target hormone-dependent breast cancer. The purpose of the study was to develop pure antiestrogens that lack estrogen agonist activity, potentially offering more effective treatment for breast cancer patients, especially those resistant to tamoxifen. The researchers synthesized the DTACs through a series of reactions involving Grignard reagents, dehydration of intermediate carbinols, and dichlorocyclopropanation. Key chemicals used in the process included benzyl-4-benzyloxyphenyl ketone, 4-bromoanisole, magnesium turnings, anhydrous THF, and various other reagents for the Grignard reaction and subsequent steps. The study concluded with the successful synthesis of the Z-isomers and their enantiomeric separation using chiral chromatography with amylose tris-3,5-dimethylphenyl carbamate as the chiral stationary phase. The enantiomers were characterized by high-resolution NMR, and their optical rotations were determined, providing a foundation for further biological evaluation of their antitumor activity.

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