ChemicalBook CAS DataBase List 4-FLUORO-3-METHOXYBENZALDEHYDE

4-FLUORO-3-METHOXYBENZALDEHYDE synthesis

7synthesis methods

Product Name:4-FLUORO-3-METHOXYBENZALDEHYDE
CAS Number:128495-46-5
Molecular formula:C8H7FO2
Molecular Weight:154.14

128495-45-4

128495-46-5

General procedure for the synthesis of 3-methoxy-4-fluorobenzaldehyde from 3-methoxy-4-fluorobenzyl alcohol: (4-fluoro-3-methoxyphenyl)methanol (5.00 g, 0.03 mol) was mixed with manganese dioxide (33.4 g, 0.38 mol) in dichloromethane (100 mL) under nitrogen protection, and the reaction was stirred for 16 hr under mild reflux conditions. Upon completion of the reaction, the reaction mixture was cooled to room temperature, filtered through Arbacel, and the filtrate was concentrated in vacuum to afford 3-methoxy-4-fluorobenzaldehyde (4.18 g, 0.027 mol, 85% yield) as a white solid. The product was characterized by 1H NMR (CDCl3, 400 MHz): δ 3.96 (s, 3H), 7.23 (d, 1H), 7.43 (m, 1H), 7.50 (d, 1H), 9.91 (s, 1H). The melting point is 61-63°C. Elemental analysis results: measured value C, 62.18; H, 4.54%. Theoretical value (C8H7FO2): C, 62.34; H, 4.58%.

128495-45-4
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$25.00/1g

128495-46-5
227 suppliers
$8.00/1g

Yield:128495-46-5 85%

Reaction Conditions:

with manganese(IV) oxide in dichloromethane; for 16 h;Heating / reflux;

Steps:

16 EXAMPLE 16; 4-FLUORO-3-METHOXYBENZALDEHYDE

(4-FLUORO-3-METHOXYPHENYL) METHANOL (5. 00G, 0. 03mol) and manganese dioxide (33.4g, 0. 38MOL) were stirred in DICHLOROMETHANE (100ml) under an atmosphere of nitrogen, at gentle reflux for 16 hours. The cooled reaction mixture was then filtered through arbacel and concentrated in vacuo to give the title compound as a white solid (4.18g, 0. 027MOL, 85%). 1H NMR (CDCI3, 400MHZ) 8 : 3.96 (s, 3H), 7.23 (d, 1H), 7.43 (m, 1 H), 7.50 (d, 1 H) 9.91 (s, 1H). Mpt: 61-63°C. Analysis found C, 62.18 ; H, 4.54%. C8H7FO2 requires C, 62.34 ; H, 4.58%.

References:

WO2004/52372,2004,A1 Location in patent:Page 72