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500912-18-5

500912-18-5 Structure

500912-18-5 Structure
IdentificationBack Directory
[Name]

2-Methoxy-6-fluorobenzyl cyanide
[CAS]

500912-18-5
[Synonyms]

2-Fluoro-6-Methoxybenzyl cyanide
2-Fluoro-6-methoxybenzeneacetonitrile
2-(2-Fluoro-6-Methoxyphenyl)acetonitrile
2-fluoro-2-(2-methoxyphenyl)acetonitrile
Benzeneacetonitrile, 2-fluoro-6-methoxy-
2-Fluoro-6-methoxyphenylacetonitrile 95+%
Benzeneacetonitrile, 2-fluoro-6-methoxy- (9CI)
2-Fluoro-6-methoxybenzyl cyanide, 2-(Cyanomethyl)-3-fluoroanisole
[Molecular Formula]

C9H8FNO
[MDL Number]

MFCD00671772
[MOL File]

500912-18-5.mol
[Molecular Weight]

165.16
Chemical PropertiesBack Directory
[Boiling point ]

239℃
[density ]

1.148
[Fp ]

99℃
[storage temp. ]

Sealed in dry,Room Temperature
[form ]

liquid
[color ]

Colourless
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302+H312+H332-H315-H319-H335
[Precautionary statements ]

P271-P260-P280
[HS Code ]

2926907090
Hazard InformationBack Directory
[Synthesis]

sodium:cyanide

773837-37-9

2-Fluoro-6-methoxybenzaldehyde

146137-74-8

2-Methoxy-6-fluorobenzyl cyanide

500912-18-5

General procedure for the synthesis of 2-fluoro-6-methoxyphenylacetonitrile from the compound (CAS: 773837-37-9) and 2-fluoro-6-methoxybenzaldehyde: Sodium cyanide (1.4 g, 28.76 mmol) was added to a solution of compound 3 (5.7 g, 26.15 mmol) in anhydrous ethanol (70 mL) and the reaction mixture was stirred at 80 °C for 4 hour. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming the complete consumption of the raw materials, the reaction mixture was concentrated to obtain the crude product. The crude product was diluted with ice water (30 mL) and extracted with ethyl acetate (2 x 50 mL). The organic layers were combined, washed with brine (20 mL), dried over anhydrous sodium sulfate and concentrated to give the residue. The residue was purified by column chromatography with the eluent of petroleum ether/ethyl acetate (initial ratio 100/0, gradually increased to 60/40) to afford compound 4 (2.0 g, 46% yield) as a colorless liquid. The mass spectrum (ESI) showed the molecular ion peak [M+H]+ = 166.06.

[References]

[1] Patent: WO2014/52365, 2014, A1. Location in patent: Page/Page column 299-300
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