21575-91-7 | 3-(3-Bromo-phenyl)-3-oxo-propionic acid ethyl ester

Packsize	Purity	Availability	Price	Discounted Price
1g	95%	in stock	$33.00	$23.00
5g	95%	in stock	$38.00	$27.00

Description

• Catalog Number: AD27198
• Chemical Name: 3-(3-Bromo-phenyl)-3-oxo-propionic acid ethyl ester
• CAS Number: 21575-91-7
• Molecular Formula: C11H11BrO3
• Molecular Weight: 271.10724
• MDL Number: MFCD03424812
• SMILES: CCOC(=O)CC(=O)c1cccc(c1)Br

Computed Properties

• Complexity: 240
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 15
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• XLogP3: 2.6

Upstream Synthesis Route

The upstream synthesis of 3-(3-Bromo-phenyl)-3-oxo-propionic acid ethyl ester can be achieved through the following steps:

1. Bromination of Benzene:
- Begin with benzene as the starting material.
- Subject it to electrophilic aromatic substitution using bromine (Br2) in the presence of an iron (Fe) catalyst or iron(III) bromide (FeBr3).
- The product is bromobenzene.

2. Friedel-Crafts Acylation:
- React bromobenzene with a carboxylic acid chloride, in this case, propanoyl chloride (propionyl chloride), in the presence of an aluminum chloride (AlCl3) catalyst.
- This step results in 3-bromopropiophenone.

3. Oxidation:
- Oxidize the 3-bromopropiophenone to 3-bromo-phenyl-propionic acid using an oxidizing agent such as potassium permanganate (KMnO4) or chromium trioxide (CrO3).
- The oxidation converts the methyl group to a carboxylic acid.

4. Esterification:
- Convert the 3-bromo-phenyl-propionic acid to its corresponding ethyl ester.
- React the acid with ethanol in the presence of an acid catalyst, typically sulfuric acid (H2SO4).
- The final product is 3-(3-Bromo-phenyl)-3-oxo-propionic acid ethyl ester.

These steps represent a general route and may require specific conditions and purification steps at each stage to achieve the desired compound with adequate yield and purity.