(E)-3-(2-FLUORO-PHENYL)-ACRYLOYL CHLORIDE synthesis
- Product Name:(E)-3-(2-FLUORO-PHENYL)-ACRYLOYL CHLORIDE
- CAS Number:120681-05-2
- Molecular formula:C9H6ClFO
- Molecular Weight:184.59
18944-77-9
26 suppliers
$12.00/5g
120681-05-2
11 suppliers
$158.00/500mg
Yield:120681-05-2 100%
Reaction Conditions:
with dichloro sulfoxide in N,N-dimethyl-formamide; for 4 h;Reflux;
Steps:
3.2.2. General Procedure for the Synthesis of Cinnamamide Derivatives 5a-l and 6a-g
General procedure: To a solution of 1.2 equiv of substituted cinnamic acid 1a-l (5 mmol) in 5 equiv of thionyl chloride(3.6 mL), a catalytic amount of DMF was added. The reaction mixture was refluxed for 4 h, andthen, solvent was evaporated under vacuum to get the product 2a-l in the form of a solid residue inquantitative yield. The solid residue was directly added partially to an ice-cold stirred solution of1.0 equiv of tert-butyl (2-aminoethyl)carbamate or tert-butyl (3-aminopropyl)carbamate and 2.0 equivtriethylamine in DCM (20 mL). After the addition, the mixture was warmed to room temperature andstirred for 2 h. Then, DCM (20 mL) was added and washed with 0.2 M HCl (40 mL), H2O (40 mL),5% saturated. NaHCO3 (40 mL) and brine (40 mL), then dried over anhydrous magnesium sulfate.The solvent was removed in vacuo to give the corresponding cinnamamide derivatives 3a-l (65%-75%,from 1a-l) and 4a-g (59%-70%, from 1a-g) as a white solid. 3a-l, 4a-g (4 mmol) in DCM/TFA(9:1, 40 mL) were stirred at room temperature for 1 h. Solvents were removed in vacuo to yield 5a-l(100%) and 6a-g (100%) as a colorless oil.
References:
Li, Linhu;Li, Zhuorong;Liu, Mingliang;Shen, Weiyi;Wang, Bin;Guo, Huiyuan;Lu, Yu [Molecules,2016,vol. 21,# 1,art. no. 49]
451-69-4
230 suppliers
$12.00/5g
120681-05-2
11 suppliers
$158.00/500mg
446-52-6
421 suppliers
$6.00/25g
120681-05-2
11 suppliers
$158.00/500mg
149733-71-1
56 suppliers
$233.19/250mg
120681-05-2
11 suppliers
$158.00/500mg