4-Hydroxybenzoic Acid → 2-(4-Carboxyphenoxy)benzoic acid

HRID 1456686노트

반응식

HRID 1456686 반응식
[Na][Na].[OH:3][C:4]1[CH:12]=[CH:11][C:7]([C:8]([OH:10])=[O:9])=[CH:6][CH:5]=1.I[C:14]1[CH:22]=[CH:21][CH:20]=[CH:19][C:15]=1[C:16]([O-:18])=[O:17].[Na+].COCCOCCN(CCOCCOC)CCOCCOC>CN1CCCC1=O.[Cu]Cl>[C:8]([C:7]1[CH:11]=[CH:12][C:4]([O:3][C:14]2[CH:22]=[CH:21][CH:20]=[CH:19][C:15]=2[C:16]([OH:18])=[O:17])=[CH:5][CH:6]=1)([OH:10])=[O:9]

참가 물질

7

반응물 4

HCID 1354-Hydroxybenzoic AcidHCID 112414Ethanamine, 2-(2-methoxyethoxy)-N,N-bis[2-(2-methoxyethoxy)ethyl]-HCID 141233DisodiumHCID 23666723Benzoic acid, o-iodo-, sodium salt

생성물 1

HCID 226650732-(4-Carboxyphenoxy)benzoic acid수율 58%

시약·촉매·용매 2

HCID 62652Cuprous chloride촉매HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

A mixture of 40 g (0.22 mol) of the disodium salt of 4-hydroxybenzoic acid, 54 g (0.2 mol) of sodium 2-iodobenzoate, 1.98 g (0.02 mol) of copper(I) chloride and 6.47 g (0.02 mol) of tris-[2-(2-methoxyethoxy)-ethyl]amine (TDA) in 500 ml of N-methylpyrrolidone is kept at 180° C. for 4 hour,. The solvent is then removed by distillation, the residue is diluted with about 1 litre of water and the mixture is acidified with concentrated hydrochloric acid. The product which has precipitated is filtered off and dried under a high vacuum. 29.7 g (58%) of 2-(4-carboxyphenoxy)benzoic acid, melting point 220°-223° C., result as a brown powder.

후처리

  1. customThe solvent is then removed by distillation
  2. additionthe residue is diluted with about 1 litre of water
  3. customThe product which has precipitated
  4. filtrationis filtered off
  5. customdried under a high vacuum

출처 및 근거

ORD 기록
ord-53ece8088c654168b772bcbcad2dbe4d
출처 데이터셋
uspto-grants-1998_12
특허 번호
US05844024

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