3-CHLORO-2-METHOXYBENZALDEHYDE synthesis
- Product Name:3-CHLORO-2-METHOXYBENZALDEHYDE
- CAS Number:223778-54-9
- Molecular formula:C8H7ClO2
- Molecular Weight:170.59
869088-29-9
223778-54-9
General procedure for the synthesis of 3-chloro-2-methoxybenzaldehyde from 3-chloro-2-methoxybenzyl alcohol: Manganese dioxide (16 g, 184 mmol) was added to a solution of 3-chloro-2-methoxybenzyl alcohol (5.68 g, 33 mmol) in dichloromethane (300 mL). The reaction mixture was heated at 45°C for 2.5 hours followed by stirring at room temperature for 18 hours. Upon completion of the reaction, the mixture was filtered through Arbocel (R) and the filter cake was washed with dichloromethane. After combining the filtrates, it was concentrated under reduced pressure to give 3-chloro-2-methoxybenzaldehyde as a yellow oil in 92% (5.2 g) yield. The product was characterized by 1H NMR (CDCl3, 400 MHz) with chemical shifts of δ 4.02 (s, 3H), 7.19 (m, 1H), 7.63 (d, 1H), 7.79 (d, 1H), 10.40 (s, 1H).
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Yield: 92%
Reaction Conditions:
with manganese(IV) oxide in dichloromethane at 20 - 45; for 20.5 h;
Steps:
61
Manganese dioxide (16 g, 184 mmol) was added to a solution of the product of preparation 58 (5.68 g, 33 mmol) in dichloromethane (300 mL) and the mixture was heated for 45° C. for 2.5 hours and at room temperature for 18 hours. The mixture was then filtered through Arbocel, washing through with dichloromethane, and the filtrate was concentrated in vacuo to afford the title compound as a yellow oil in 92% yield, 5.2 g. 1H NMR (CDCl3, 400 MHz) δ: 4.02(s, 3H), 7.19(m, 1H), 7.63(d, 1H), 7.79(d, 1H), 10.40(s, 1H).
References:
Fish, Paul Vincent;MacKenny, Malcolm Christian;Stobie, Alan;Wakenhut, Florian;Whitlock, Gavin Alistair US2005/250775, 2005, A1 Location in patent:Page/Page column 32
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223778-54-9
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$6.00/250mg
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223778-54-9
95 suppliers
$11.00/250mg