Reacción #1543048

ord-d77ffea2c0ff485a9d1599781addece9

Ecuación de reacción

[Na+].[OH-]
NaOH
O=C(Cl)C(=O)Cl
oxalyl chloride
CN(C)Cc1ccc(C(=O)O)cc1
4-(N,N-dimethylaminomethyl) benzoic acid
COC(=O)c1ccc(CN)cc1
methyl 4-aminomethylbenzoate
C=O
CH2O
CN(C)Cc1ccc(C(=O)Cl)cc1
4-(N,N-dimethylaminomethyl) benzoyl chloride

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrofor 1 hr
  2. 2
    Otroat 25° C
  3. 3
    Otrofollowed by hydrolysis

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05843905uspto-grants-1998_12