tetrahydro-2-<(3-bromo-2-oxo-3-phenylpropyl)oxy>pyran

Base Information

• Chemical Name: tetrahydro-2-<(3-bromo-2-oxo-3-phenylpropyl)oxy>pyran
• CAS No.: 135733-69-6
• Molecular Formula: C₁₄H₁₇BrO₃
• Molecular Weight: 313.191
• Mol file: 135733-69-6.mol

Synonyms:tetrahydro-2-<(3-bromo-2-oxo-3-phenylpropyl)oxy>pyran

Chemical Property of tetrahydro-2-<(3-bromo-2-oxo-3-phenylpropyl)oxy>pyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of tetrahydro-2-<(3-bromo-2-oxo-3-phenylpropyl)oxy>pyran

There total 4 articles about tetrahydro-2-<(3-bromo-2-oxo-3-phenylpropyl)oxy>pyran 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: 83.0%

3,4-dihydro-2H-pyran (110-87-2) + 1-bromo-3-hydroxy-1-phenyl-2-propanone (116204-25-2) → tetrahydro-2-<(3-bromo-2-oxo-3-phenylpropyl)oxy>pyran (135733-69-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 25 ℃; for 3h;

DOI:10.1021/jo00022a047

Reference yield:

2-bromophenylacetic acid (4870-65-9,31302-84-8) → tetrahydro-2-<(3-bromo-2-oxo-3-phenylpropyl)oxy>pyran (135733-69-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 93 percent / thionyl chloride / 48 h / Heating

2: 46 percent / triethylamine / diethyl ether / 1 h / 5 °C

3: trifluoroacetic acid / diethyl ether; H₂O / 1 h / 25 °C

4: 83 percent / trifluoroacetic acid / CH₂Cl₂ / 3 h / 25 °C

With thionyl chloride; triethylamine; trifluoroacetic acid; In diethyl ether; dichloromethane; water;

DOI:10.1021/jo00022a047

Reference yield:

bromo(phenyl)acetyl chloride (19078-72-9) → tetrahydro-2-<(3-bromo-2-oxo-3-phenylpropyl)oxy>pyran (135733-69-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 46 percent / triethylamine / diethyl ether / 1 h / 5 °C

2: trifluoroacetic acid / diethyl ether; H₂O / 1 h / 25 °C

3: 83 percent / trifluoroacetic acid / CH₂Cl₂ / 3 h / 25 °C

With triethylamine; trifluoroacetic acid; In diethyl ether; dichloromethane; water;

DOI:10.1021/jo00022a047

upstream raw materials:

3,4-dihydro-2H-pyran

1-bromo-3-hydroxy-1-phenyl-2-propanone

2-bromophenylacetic acid

bromo(phenyl)acetyl chloride

Downstream raw materials:

2,3,5,7a-tetrahydro-5-phenyl-6-<<((2-propyl)carbamoyl)oxy>methyl>-1H-pyrrolizine

1-methyl-2-phenyl-3-<<((2-propyl)carbamoyl)oxy>methyl>-3-pyrroline

2,3,5,7a-tetrahydro-6-(hydroxymethyl)-5-phenyl-1H-pyrrolizine

3-(hydroxymethyl)-1-methyl-2-phenyl-3-pyrroline