HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Hydroxybenzoic Acid → 2-(4-Carboxyphenoxy)benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Hydroxybenzoic Acid | HCID 135 | — |
| Reactant | Ethanamine, 2-(2-methoxyethoxy)-N,N-bis[2-(2-methoxyethoxy)ethyl]- | HCID 112414 | — |
| Reactant | Disodium | HCID 141233 | — |
| Reactant | Benzoic acid, o-iodo-, sodium salt | HCID 23666723 | — |
| Catalyst | Cuprous chloride | HCID 62652 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 2-(4-Carboxyphenoxy)benzoic acid | HCID 22665073 | 58% |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05844024 |
| Source dataset | uspto-grants-1998_12 |
| ORD ID | ord-53ece8088c654168b772bcbcad2dbe4d |
| Source note | uspto-grants-1998_12 |