Reaction #2045028

Reaction equation

methyl(4-nitrophenoxy)acetate

Methyl(4-Nitro phenoxy)acetate

→

40

Yield 92.1%

(4-Nitro phenoxy)acetic acid

Yield 92.1%

Solvents

HCl

Conditions

Workup

1. 1
   Temperaturewas refluxed for 8 hours
2. 2
   FiltrationCrude 40 was filtered
3. 3
   Otherdried
4. 4
   Otherrecrystallised from a mixture of ethyl acetate:hexane (1:5)

Procedure

A mixture of methyl(4-nitrophenoxy)acetate 31 (100 g, 474 mmol) and concentrated HCl (1000 ml) was refluxed for 8 hours. The reaction mass was cooled to room temp. Crude 40 was filtered, dried and recrystallised from a mixture of ethyl acetate:hexane (1:5) to give pure 40 (86 g, 92.1%) as a white shining powder. M.p: 186-188.5° C.

Source