반응 #60240

반응 방정식

TMS diazomethane

4-amino-2,3-difluoro-5-nitro-benzoic acid

4-Amino-2,3-difluoro-5-nitro-benzoic acid

MeOH

→

pure desired product

수율 92.0%

4-Amino-2,3-difluoro-5-nitro-benzoic acid methyl ester

수율 92.0%

용매

THF

반응 조건

후처리

1. 1
   기타at 0° C.
2. 2
   workup.ADDITIONUpon completion of addition, reaction mixture
3. 3
   기타excess TMS diazomethane is destroyed by the careful addition of acetic acid
4. 4
   농축The reaction is then concentrated under reduced pressure
5. 5
   기타dried in vacuo

실험 절차

A 2 M solution of TMS diazomethane in hexanes (6.88 mL, 13.75 mmol) is added to a suspension of 4-amino-2,3-difluoro-5-nitro-benzoic acid 3 (2.00 g, 9.17 mmol) in 25 mL of 4:1 THF:MeOH at 0° C. under nitrogen atmosphere. Upon completion of addition, reaction mixture is warmed to room temperature. After 0.5 hours, excess TMS diazomethane is destroyed by the careful addition of acetic acid. The reaction is then concentrated under reduced pressure and dried in vacuo to give 1.95 g (92%) of pure desired product: MS APCI (−) m/z 231 (M−1) detected.

출처