Reaktion #1543048

Reaktionsgleichung

NaOH

oxalyl chloride

4-(N,N-dimethylaminomethyl) benzoic acid

methyl 4-aminomethylbenzoate

CH2O

→

4-(N,N-dimethylaminomethyl) benzoyl chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigefor 1 hr
2. 2
   Sonstigeat 25° C
3. 3
   Sonstigefollowed by hydrolysis

Vorschrift

The 4-(N,N-dimethylaminomethyl) benzoyl chloride was prepared by reacting the acid with excess oxalyl chloride for 1 hr at 25° C. The 4-(N,N-dimethylaminomethyl) benzoic acid was in turn prepared from methyl 4-aminomethylbenzoate via reductive alkylation (CH2O, Na(OAc)3 BH as in J. Org. Chem., 1972, 37, 1673) followed by hydrolysis using 10% aqueous NaOH.

Quelle