![](/StructureFile/ChemBookStructure8/GIF/CB7119574.gif)
3-(CYCLOPROPYLMETHOXY)BENZALDEHYDE synthesis
- Product Name:3-(CYCLOPROPYLMETHOXY)BENZALDEHYDE
- CAS Number:58986-61-1
- Molecular formula:C11H12O2
- Molecular Weight:176.21
![3-Hydroxybenzaldehyde](/CAS/GIF/100-83-4.gif)
100-83-4
617 suppliers
$5.00/10g
![(Bromomethyl)cyclopropane](/CAS/GIF/7051-34-5.gif)
7051-34-5
413 suppliers
$6.00/1g
![3-(CYCLOPROPYLMETHOXY)BENZALDEHYDE](/StructureFile/ChemBookStructure8/GIF/CB7119574.gif)
58986-61-1
12 suppliers
$45.00/10mg
Yield: 53%
Reaction Conditions:
with potassium carbonate in acetonitrile at 20;
Steps:
1.1. 3-Prop-2-ynyloxybenzaldehyde (2)
General procedure: 3-hydroxybenzaldehyde (1.00 g, 8.19 mmol) was dissolved in acetonitrile (10 mL) to which propargyl chloride (0.61 g, 8.19 mmol) and potassium carbonate (2.26 g, 16.38 mmol) were added and stirred at room temperature until completion of reaction as monitored by TLC. After evaporating the solvent, the residual product was diluted with water, followed by extraction with ethyl acetate (3 x 20 mL). The combined organic layer was dried over magnesium sulfate and then evaporated under vacuo. The crude obtained was purified by flash chromatography (n-hexane:ethyl acetate 95:5) to yield compound 2 as a yellow oil (0.45 g, 35%).
References:
Patel, Bhargav A.;Ashby Jr., Charles R.;Hardej, Diane;Talele, Tanaji T. [Bioorganic and Medicinal Chemistry Letters,2013,vol. 23,# 20,p. 5523 - 5527] Location in patent:supporting information
![3-Hydroxybenzaldehyde](/CAS/GIF/100-83-4.gif)
100-83-4
617 suppliers
$5.00/10g
![Cylopropylmethyl chloride](/CAS/GIF/5911-08-0.gif)
5911-08-0
208 suppliers
$25.00/1 g
![3-(CYCLOPROPYLMETHOXY)BENZALDEHYDE](/StructureFile/ChemBookStructure8/GIF/CB7119574.gif)
58986-61-1
12 suppliers
$45.00/10mg