2-bromo-5-ethoxy-4-methylbenzaldehyde synthesis
- Product Name:2-bromo-5-ethoxy-4-methylbenzaldehyde
- CAS Number:1350759-98-6
- Molecular formula:C10H11BrO2
- Molecular Weight:243.1
1350759-96-4
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1350759-98-6
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Yield:-
Reaction Conditions:
with Dess-Martin periodane in dichloromethane at 20; for 1 h;
Steps:
4.C
To a solution of (2-bromo-5-emoxy-4-methylphenyl) methanol (2.30 g, 9.38 mmol) in DCM (40 mL), Dess-Martin periodinane (5.97 g, 14.08 mmol) was added. The resulting mixture was stirred at room temperature for 1 hour. The reaction mixture was diluted with ether and was concentrated to a small volume in vacuo. The residue was taken up in 30 mL of ether and then was washed with 15 mL of 1 : 1 10% Na2S203: saturated aqueous NaHC03, followed by 10 mL of water and 10 mL of brine. The aqueous washings were back-extracted with 20 mL of ether and the organic layer was washed with water and brine. The combined organic layers were dried over Na2S04 and concentrated. The residue was purified on a silica gel column eluting with 5- 10% ethyl acetate in hexanes to give the title compound 2-bromo-5-ethoxy-4- methylbenzaldehyde as a white solid. NMR (CDCI3, 500 MHz): 6 10.2 (s, 1H), 7.39 (s, 1H), 7.32 (s, 1H), 4.08 (q, 2H), 2.26 (s, 3H), 1.43 (t, J= 7.0 Hz, 3H).
References:
MERCK SHARP & DOHME CORP.;DUFFY, Joseph, L.;BAO, Jianming;ONDEYKA, Debra, L.;TYAGARAJAN, Sriram;SHAO, Patrick;YE, Feng;KATIPALLY, Revathi;FINKE, Paul, E.;ZANG, Yi;PLOTKIN, Michael, A.;ROMERO, F. Anthony;MONINGKA, Remond;HUSSAIN, Zahid WO2011/146324, 2011, A1 Location in patent:Page/Page column 67; 68
1196047-01-4
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1350759-98-6
10 suppliers
$792.00/1g
1350759-94-2
9 suppliers
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1350759-98-6
10 suppliers
$792.00/1g