ChemicalBook CAS DataBase List 3-Fluorophenylacetonitrile

3-Fluorophenylacetonitrile synthesis

8synthesis methods

Product Name:3-Fluorophenylacetonitrile
CAS Number:501-00-8
Molecular formula:C8H6FN
Molecular Weight:135.14

773837-37-9

456-41-7

501-00-8

General procedure for the synthesis of m-fluorophenylacetonitrile from compound (CAS: 773837-37-9) and 3-fluorobenzyl bromide: Compound 36-1 (1.0 g, 5.3 mmol) and sodium cyanide (520 mg, 10.6 mmol) were dissolved in dimethylsulfoxide (10 mL), and the reaction was stirred at 30 °C overnight. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming the completion of the reaction, the reaction mixture was diluted with water (30 mL) and extracted with ethyl acetate (50 mL). The organic phase was washed sequentially with water (10 mL x 5) and saturated sodium bicarbonate solution (20 mL), dried over anhydrous sodium sulfate and concentrated. The residue was purified by fast column chromatography to give product 36-2 as a colorless oil (360 mg, yield: 50%).

773837-37-9 Synthesis

773837-37-9
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456-41-7 Synthesis

456-41-7
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$13.00/25g

501-00-8
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$21.00/5g

Yield:501-00-8 50%

Reaction Conditions:

in dimethyl sulfoxide at 30;

Steps:

8
A solution of compound 36-1 (1.0 g, 5.3 mmol) and NaCN (520 mg, 10.6 mmol) in DMSO (10 mL) was stirred at 30 ⁰C overnight. TLC showed the reaction was completed. The mixture was diluted with water (30 mL), and extracted with ethyl acetate (50 mL). The organic layer was washed by water (10 mL x 5) and NaHCOs (sat., 20 mL), dried over anhydrous Na₂SO₄, and concentrated. The residue was purified by flash chromatography to give 36-2 as colorless oil (360 mg, yield: 50%).

References:

PRESIDENT AND FELLOWS OF HARVARD COLLEGE;SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY;YUAN, Junying;MA, Dawei;LIU, Junli;ZHANG, Lihong WO2011/11522, 2011, A2 Location in patent:Page/Page column 57

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352-70-5 Synthesis