반응 #447142

ord-ea9b42f95ac348699380703055b9acd6

반응 방정식

O=C(O)c1ccccc1C(=O)O
phthalic acid
c1ccccc1
benzene
O=C(O)c1ccccc1O
salicylic acid
O=C(O)c1ccccc1O
salicylic acid
O=C1OC(=O)c2ccccc21
phthalic anhydride

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타a predictable reaction
  2. 2
    기타at 170° C
  3. 3
    기타begins at 170° C

실험 절차

Decarboxylation is not always a predictable reaction. For example, A. S. Sultanov, J. Gen. Chem. (USSR) 16 1835 (1946) as abstracted in CA 41:6223(e) discloses that salicylic acid may be decarboxylated by autoclaving the acid in the presence of copper bronze and benzene at 170° C. The acid alone decarboxylates at 205° C., while in the presence of aniline decarboxylation begins at 170° C. In the case of salicylic acid, aniline and copper bronze seem to be equal in catalytic ability. On the other hand, when phthalic acid is heated in aniline at 180° C., decarboxylation does not occur and instead phthalic anhydride is produced. Heating phthalic anhydride with copper bronze in chloroform at 180° C. gave a 22% yield of benzoic acid. Phthalic acid was found to decarboxylate to yield benzoic acid merely by heating in water at 235° C.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05003103uspto-grants-1991_03