ChemicalBook CAS DataBase List 2-(4-CYANOPHENYL)-1 3-DIOXOLANE

2-(4-CYANOPHENYL)-1 3-DIOXOLANE synthesis

6synthesis methods

Product Name:2-(4-CYANOPHENYL)-1 3-DIOXOLANE
CAS Number:66739-89-7
Molecular formula:C10H9NO2
Molecular Weight:175.18

107-21-1 Synthesis

107-21-1
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$10.00/25g

105-07-7
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$5.00/5g

66739-89-7
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$45.00/25mg

Yield:66739-89-7 100%

Reaction Conditions:

Stage #1: 4-cyanobenzaldehydewith toluene-4-sulfonic acid in toluene at 20; for 0.0833333 h;Dean-Stark;
Stage #2: ethylene glycol in toluene;Dean-Stark;Reflux;

Steps:

1 4-(1,3-dioxolan-2-yl)benzonitrile (Compound 167)

To a round-bottom flask equipped with a Dean-Stark trap was successively added 4-formylbenzonitrile 166 (7.68 g, 58.6 mmol), a catalytic amount of p-TsOH (PTSA) and toluene (150 mL). After stirring 5 minutes at room temperature, the monoethyleneglycol (MEG) (13 mL, 234.3 mmol) was added dropwise. The reaction mixture was refluxed for 3 hours and cooled to room temperature. After removing toluene under reduced pressure, sat. Na₂CO_3(aq)was added to quench the reaction and partitioned between DCM and water. The organic phases were collected, washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The viscous residue was treated with hexane at ice-bath to form the product 167 as a yellow solid in a quantum yield.

References:

US2020/71312,2020,A1 Location in patent:Paragraph 0038; 0047; 0209-0210

630-18-2 Synthesis