Ethyl 2-(4-broMophenyl)acrylate synthesis
- Product Name:Ethyl 2-(4-broMophenyl)acrylate
- CAS Number:331779-03-4
- Molecular formula:C11H11BrO2
- Molecular Weight:255.11
50-00-0
14062-25-0
331779-03-4
Ethyl p-bromophenylacetate (972.4 mg, 4 mmol), paraformaldehyde (240 mg, 8 mmol) and Bu4NCl (22 mg, 0.08 mmol) were used as raw materials, which were dissolved in DMF (10 mL), followed by the addition of K2CO3 (1.32 g, 9.6 mmol). The reaction mixture was heated and stirred at 60°C for 2 hours. After completion of the reaction, the mixture was cooled to room temperature, diluted with EtOAc (30 mL) and washed sequentially with water (20 mL × 3) and brine. The organic phase was dried with Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by rapid column chromatography on silica gel to afford ethyl 2-(4-bromophenyl)acrylate as a white solid (0.74 g, 73% yield). Mass spectrometry analysis: calculated value 255 (MH+), measured value 255 (MH+).
5459-35-8
50 suppliers
$175.00/500mg
589-87-7
537 suppliers
$10.00/1g
331779-03-4
17 suppliers
$58.00/100mg
Yield:331779-03-4 96%
Reaction Conditions:
Stage #1: 2-bromo-acrylic acid ethyl esterwith naphthalene;tetraethylammonium perchlorate;zinc in N,N-dimethyl-formamide at -20; for 1 h;
Stage #2: 1,4-bromoiodobenzene;dichlorobis(tri-O-tolylphosphine)palladium in N,N-dimethyl-formamide at 70; for 3 h;
References:
Jalil;Kurono;Tokuda [Synlett,2001,# 12,p. 1944 - 1946]
50-00-0
896 suppliers
$10.00/25g
14062-25-0
252 suppliers
$6.00/5g
331779-03-4
17 suppliers
$58.00/100mg
20201-26-7
115 suppliers
$8.00/100mg
331779-03-4
17 suppliers
$58.00/100mg
20201-26-7
115 suppliers
$8.00/100mg
1779-49-3
624 suppliers
$5.00/10g
331779-03-4
17 suppliers
$58.00/100mg
5459-35-8
50 suppliers
$175.00/500mg
106-37-6
480 suppliers
$9.00/5g
331779-03-4
17 suppliers
$58.00/100mg