3-broMo-4-ethyoxylbenzonitrile synthesis
- Product Name:3-broMo-4-ethyoxylbenzonitrile
- CAS Number:136366-42-2
- Molecular formula:C9H8BrNO
- Molecular Weight:226.07
2315-86-8
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Yield:136366-42-2 1.2 g
Reaction Conditions:
with potassium carbonate in N,N-dimethyl-formamide at 0 - 40; for 16 h;
Steps:
101.1 Step 1: Preparation of 3-bromo-4-ethoxybenzonitrile.
To a stirred solution of 3-bromo-4-hydroxybenzonitrile (1 .0 g, 5.05 mmol) in N,N30 dimethylformamide (10 mL) was added iodoethane (945 mg, 6.06 mmol, 484 liL) and potassium carbonate (1 .40 g, 10.1 mmol) at 0 °C. The reaction was warmed at 40 °C for 16 h. The reaction mixture was quenched by addition of water (15 mL), then the mixture was extracted with ethyl acetate (40 mL x 3), then the combined organic phases were washed with saturated aqueous sodium chloride solution (20 mL), dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to give 3-bromo-4-ethoxybenzonitrile (1 .20 g) as a yellow solid. 1 NMR (400 MHz, ODd3) O 7.80 (d, J2.0 Hz, 1 H), 7.55 (dd, J2.0, 8.6 Hz, 1H), 6.89 (d, J8.6 Hz, 1H), 4.14 (q, J7.0 Hz, 2H), 1.49 (t, J6.9 Hz, 3H).
References:
WO2018/81167,2018,A1 Location in patent:Page/Page column 202; 203
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