ChemicalBook CAS DataBase List 3-VINYLBENZALDEHYDE

3-VINYLBENZALDEHYDE synthesis

8synthesis methods

Product Name:3-VINYLBENZALDEHYDE
CAS Number:19955-99-8
Molecular formula:C9H8O
Molecular Weight:132.16

3132-99-8 Synthesis

3132-99-8
490 suppliers
$5.00/10g

75927-49-0 Synthesis

75927-49-0
207 suppliers
$6.00/1g

19955-99-8
62 suppliers
$138.00/1g

Yield: 63.05%

Reaction Conditions:

with palladium diacetate;sodium carbonate;triphenylphosphine in water;N,N-dimethyl-formamide at 80; for 12 h;Inert atmosphere;

Steps:

132A Example 132A
3-Bromobenzaldehyde (1g, 5.40mmol), pinacolato-4,4,5,5-tetramethyl-2-vinyl-1,3,2-borate (1.2g, 8.10mmol),Pd(OAc)2 (121.24mg, 0.54mmol) and PPh3 (283.27mg, 1.08mmol) and Na2CO3 (1.14mg, 10.80mmol) were dissolvedin a mixture of water (3mL) and DMF (9mL), the mixture was reacted at 80°C under nitrogen atmosphere for 12 hours.Thin layer chromatography (petroleum ether: ethyl acetate = 2/1) indicated that the starting material was completelyreacted. The reaction mixture was concentrated under reduced pressure and the residue was purified by silica gel columnchromatography (petroleum ether/ethyl acetate = 40/1 to 30/1) to give the title compound (as a yellowish oil, 540.00mg,3.40mmol, yield 63.05%). 1H NMR (400 MHz, METHANOL-d4) 9.99-10.05 (m, 1H), 7.98 (s, 1H), 7.71-7.86 (m, 2H),7.48-7.60 (m, 1H), 6.78-6.90 (m, 1H), 5.93 (d, J=17.57 Hz, 1H), 5.38 (d, J=11.04 Hz, 1H)

References:

Harbin Zhenbao Pharmaceutical Co., Ltd.;Medshine Discovery Inc.;CHEN, Shuhui;CHEN, Zhengxia;DAI, Meibi;XIE, Cheng;LI, Peng;ZHANG, Yang;LIANG, Guibai;WANG, Qiang;LIAO, Jiangpeng;SUN, Fei;HU, Guoping;LI, Jian EP3333157, 2018, A1 Location in patent:Paragraph 0537; 0538

3132-99-8 Synthesis

3132-99-8
490 suppliers
$5.00/10g