3-hydroxy-3-methyl-4-bromo-7-(p-chlorophenyl)-5-heptanolide

Base Information

• Chemical Name: 3-hydroxy-3-methyl-4-bromo-7-(p-chlorophenyl)-5-heptanolide
• CAS No.: 69172-24-3
• Molecular Formula: C₁₄H₁₆BrClO₃
• Molecular Weight: 347.636
• Mol file: 69172-24-3.mol

Synonyms:3-hydroxy-3-methyl-4-bromo-7-(p-chlorophenyl)-5-heptanolide

Chemical Property of 3-hydroxy-3-methyl-4-bromo-7-(p-chlorophenyl)-5-heptanolide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-hydroxy-3-methyl-4-bromo-7-(p-chlorophenyl)-5-heptanolide

There total 5 articles about 3-hydroxy-3-methyl-4-bromo-7-(p-chlorophenyl)-5-heptanolide 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: 51.9%

(E)-7-(4-Chloro-phenyl)-3-hydroxy-3-methyl-hept-4-enoic acid → 5-[1-Bromo-3-(4-chloro-phenyl)-propyl]-4-hydroxy-4-methyl-dihydro-furan-2-one + 5H-r,cis-4-bromo-7-(p-chlorophenyl)-cis-3-hydroxy-trans-3-methylheptan-5-olide (69172-24-3,75677-31-5)

Guidance literature:

With bromine; sodium hydrogencarbonate; In methanol; water; at 0 ℃; for 1h;

DOI:10.1248/cpb.28.1509

Reference yield:

ethyl 7-(p-chlorophenyl)-3-hydroxy-3-methyl-trans-4-heptenoate (75677-14-4) → 3-hydroxy-3-methyl-4-bromo-7-(p-chlorophenyl)-5-heptanolide (69172-24-3)

Guidance literature:

With sodium hydroxide; bromine; In methanol; sodium hydrogencarbonate;

Reference yield:

3-(4-chlorophenyl)propionaldehyde (75677-02-0) → 5H-r,cis-4-bromo-7-(p-chlorophenyl)-cis-3-hydroxy-trans-3-methylheptan-5-olide (69172-24-3,75677-31-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 50percent NaH / tetrahydrofuran / 2 h / -20 °C

2: 66.4 percent / Zn / benzene / 1 h / Heating

3: aq. NaOH / methanol

4: 51.9 percent / NaHCO₃, Br₂ / methanol; H₂O / 1 h / 0 °C

With sodium hydroxide; bromine; sodium hydride; sodium hydrogencarbonate; zinc; In tetrahydrofuran; methanol; water; benzene;

DOI:10.1248/cpb.28.1509

upstream raw materials:

6-(p-chlorophenyl)-trans-3-hexen-2-one

3-(4-chlorophenyl)propionaldehyde

ethyl 7-(p-chlorophenyl)-3-hydroxy-3-methyl-trans-4-heptenoate

Downstream raw materials:

5H-r,7-(p-chlorophenyl)-cis-3-hydroxy-trans-3-methylheptan-5-olide

3-Hydroxy-3-methyl-7-(p-chlorophenyl)-5-heptanolide

Refernces

• 1、 -. "Mevalonolactone derivatives". . . Retrieved 2008/06/13.