1-(2,2-DiMethoxy-ethyl)-2-isocyano-benzene synthesis
- Product Name:1-(2,2-DiMethoxy-ethyl)-2-isocyano-benzene
- CAS Number:592479-02-2
- Molecular formula:C11H13NO2
- Molecular Weight:191.2264
![N-[2-(2,2-DiMethoxy-ethyl)-phenyl]-forMaMide](/CAS/20150408/GIF/592478-96-1.gif)
592478-96-1
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592479-02-2
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Yield:592479-02-2 79.2%
Reaction Conditions:
with triethylamine;trichlorophosphate in dichloromethane at 0 - 20; for 2 h;
Steps:
5 Step 5: 1-(2,2-dimethoxyethyl)-2-isocyanobenzene
To a solution of N-(2-(2,2 dimethoxyethyl)phenyl)formamide (58 g, 277.5 mmol) in dichloromethane (500 mL) at 0oC was added triethylamine (143 g, 1415.3 mmol) followed by phosphorus oxychloride (63.9 g, 416.3 mmol). The mixture was warmed to room temperature and stirred for 2 h. At which time it was poured into saturated aqueous sodium bicarbonate (300 mL) and extracted with dichloromethane (3 × 200 mL). The organic layers were dried over anhydrous sodium sulfate, filtered and concentrated. The crude was purified by silica gel chromatography [petroleum ether/ethyl acetate (20:1 v/v)] to afford 1-(2,2- dimethoxyethyl)-2-isocyanobenzene (42 g, 218.5 mmol, 79.2% yield) as a pale brown oil.1H NMR (400 MHz, DMSO-d6) d ppm 7.57- 7.27 (m, 4H), 4.61 (t, J = 5.6 Hz, 1H), 3.27 (s, 6H), 3.00 (d, J = 5.6 Hz, 2H). LCMS (2.5 min formic acid): Rt = 1.455 min, m/z: 192.0 (M+1)+.
References:
WO2020/110056,2020,A1 Location in patent:Paragraph 140; 141
79844-33-0
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32989-69-8
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592479-02-2
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