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ChemicalBook CAS DataBase List Benzaldehyde, 2-hydroxy-4-methoxy-3-methyl-
54700-36-6

Benzaldehyde, 2-hydroxy-4-methoxy-3-methyl- synthesis

9synthesis methods
-

Yield:54700-36-6 99%

Reaction Conditions:

with beryllium(II) chloride in toluene; for 3.5 h;Heating / reflux;

Steps:

3.a.1 Example 3a; 6-CHLORO-7-METHOXY-8-METHYL-2- (TRIFLUOROMETHYL)-2H-CHROMENE-3-CARBOXYLIC ACID; Step 1. Preparation of 2-hydroxy-4-methoxy-3-methylbenzaldehyde.

[0178] A mixture of 2, 4-dimethoxy 3-methyl benzaldehyde (3.75 g, 20.8 mmole) and beryllium chloride (5.0 g, 62.5 mmole) in anhydrous toluene (50 mL) was heated to reflux for 3.5 hour. The solvent was evaporated under reduced pressure to yield an orange residue, which was treated with 2 N HC1. The compound was extracted with methylene chloride and the organic layer was dried over anhydrous MGS04. The filtrate was evaporated and dried in I vacuo to give an orange solid (3.4 g, 99%): LCMS ONLY 168.05 (M+H). H NMR (CDC13/ 300 MHz) 11.45 (s, 1H), 9.72 (s, 1H), 7.37 (d, 1H, J=8. 7 Hz), 6.57 (D, 1H, J=8.7 Hz), 3.92 (s, 3H), 2.10 (s, 3H).

References:

WO2004/87686,2004,A2 Location in patent:Page 102-103 WO2004/87687,2004,A1 Location in patent:Page 102-103