3-Hydroxy-1,3-diphenylbutan-1-one

Base Information

• Chemical Name: 3-Hydroxy-1,3-diphenylbutan-1-one
• CAS No.: 6397-70-2
• Molecular Formula: C16H16O2
• Molecular Weight: 240.302
• DSSTox Substance ID: DTXSID90501314
• Nikkaji Number: J364.256I
• Mol file: 6397-70-2.mol

Synonyms:3-Hydroxy-1,3-diphenylbutan-1-one;6397-70-2;SCHEMBL6062300;DTXSID90501314

Chemical Property of 3-Hydroxy-1,3-diphenylbutan-1-one

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 240.115029749
• Heavy Atom Count: 18
• Complexity: 275

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CC(=O)C1=CC=CC=C1)(C2=CC=CC=C2)O

Technology Process of 3-Hydroxy-1,3-diphenylbutan-1-one

There total 45 articles about 3-Hydroxy-1,3-diphenylbutan-1-one 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: 98.0%

1-styrenyloxytrimethylsilane (13735-81-4) + acetophenone (98-86-2) → 3-hydroxy-1,3-diphenylbutan-1-one (6397-70-2)

Guidance literature:

With triethylsilylium tetrakis(pentafluorophenyl), toluene adduct; at 25 ℃; for 1h;

DOI:10.1021/ol052206g

Reference yield: 92.0%

n-butyl magnesium bromide (693-03-8) + acetophenone (98-86-2) → 1-Phenylethanol (98-85-1,13323-81-4) + 3-hydroxy-1,3-diphenylbutan-1-one (6397-70-2) + 2-phenylhexan-2-ol (4396-98-9)

Guidance literature:

n-butyl magnesium bromide; With diethylene glycol dimethyl ether; tetrabutyl-ammonium chloride; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

acetophenone; In tetrahydrofuran; at 0 ℃; for 2.5h; Inert atmosphere;

DOI:10.1021/jo3004277

Reference yield: 89.0%

phenylmagnesium bromide (100-58-3) + 1-phenylbutan-1,3-dione (93-91-4) → 3-hydroxy-1,3-diphenylbutan-1-one (6397-70-2)

Guidance literature:

1-phenylbutan-1,3-dione; With isopropylmagnesium chloride; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

phenylmagnesium bromide; In tetrahydrofuran; at 40 ℃; for 4h; regioselective reaction; Inert atmosphere;

DOI:10.1039/c5ob02072g

upstream raw materials:

acetophenone

1,3-diphenylpropanedione

methyl iodide

3,5-diphenyl-3-methyl-1,2-dioxolane

Downstream raw materials:

acetophenone

2-Phenylquinoline

2-phenyl-indole

2-(2-nitrophenyl)-1-phenylethanone

Refernces

• 1、 Silva, Saúl,Maycock, Christopher D.. "Efficient α-chlorination of carbonyl containing compounds under basic conditions using methyl chlorosulfate". supporting information. p. 1233 - 1238. Retrieved 2018/02/27.
• 2、 Yuan, Rui,Zhao, Dan,Zhang, Li-Yuan,Pan, Xiang,Yang, Yan,Wang, Pei,Li, Hong-Feng,Da, Chao-Shan. "Isopropylmagnesium chloride-promoted unilateral addition of Grignard reagents to β-diketones: One-pot syntheses of β-tertiary hydroxyl ketones or 3-substituted cyclic-2-enones". supporting information. p. 724 - 728. Retrieved 2016/01/12.