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110837-53-1

2-(2-chloroethoxy)-5-nitrobenzaldehyde synthesis

3synthesis methods
-

Yield:110837-53-1 94%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 60;

Steps:



2-(2-Chloro-ethoxy)-5-nitro-benzaldehyde (XXId); (XXd) (xxid)To a mixture of (XXd) (1.Og, 5.98 mmol) and bromochloroethane (996 DL, 11.96 mmol) in dry DMF (15 mL) at ambient temperature was added potassium carbonate(1.64gg, 11.96mmol) and the resulting mixture was stirred at 6O0C overnight. The reaction mixture was cooled to O0C and quenched with H2O. The product was extracted with CH2CI2 thrice and the combined organic extracts were washed with HO followed by brine, dried over Na2SO4 and concentrated under reduced pressure to furnish 1.29g of a yellow solid (XXId ) in 94% yield. LC-MS (ESI positive mode) m/z 229 ([M+Hf); 1H NMR (CDCI3) δ 10.56 (S1 1 H), 8.78 (d, 1 H), 8.50 (dd, 1 H), 7.15 (d, 1H), 4.54 (t, 2H), 3.99 (t, 2H).

References:

WO2007/58627,2007,A1 Location in patent:Page/Page column 77-78