4-ETHOXY-2-HYDROXY-BENZALDEHYDE synthesis
- Product Name:4-ETHOXY-2-HYDROXY-BENZALDEHYDE
- CAS Number:43057-77-8
- Molecular formula:C9H10O3
- Molecular Weight:166.17
Yield:43057-77-8 94%
Reaction Conditions:
with potassium carbonate in acetone;Reflux;
Steps:
P7 Example P7: Preparation of 4-ethoxy-2-hvdroxy-benzaldehyde
Example P7: Preparation of 4-ethoxy-2-hvdroxy-benzaldehyde (0365) (0366) To a stirred solution of 2,4-dihydroxybenzaldehyde (1 g, 7.24 mmol) and K2CO3 (0.8og., 5.792 mmol, ) in acetone (25 ml) was added bromoethane (1.78g, 13.032 mmol, ) in drops over a period of 10 minutes and refluxed overnight. When the TLC confirmed the completion of the reaction, reaction mass was acidified with 1 N HCI. The aqueous layer was extracted with EtOAc (3X 20 ml). Combined organic layer was washed with water (2 x 20 mL), followed by brine (20 mL) and dried over Na2S04, filtered and evaporated completely to afford the desired product 4-ethoxy-2-hydroxy-benzaldehyde (1 .1 g, 94% of theoretical yield) (0367) 1 H NMR (400 MHz, DMSO-d6) 5 ppm 1 .41 - 1.49 (m , 3 H), 4.05 - 4.15 (m , 2 H), 6.40 - 6.43 (m , 1 H), 6.53 (dd, J=8.78, 2.26 Hz, H), 7.42 (d, J=8.53 Hz, 1 H), 9.71 (s, 1 H) 1 1.49 (s, 1 H)
References:
WO2015/121442,2015,A1 Location in patent:Page/Page column 54
75-03-6
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