HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(4-chloro-2-fluoro-5-isopropoxyphenyl)-3-methyl-3,4,5,6-tetrahydrophthalic acid imide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzenamine, 4-chloro-2-fluoro-5-(1-methylethoxy)- | HCID 158649 | — |
| Reactant | 3-Methyl-3,4,5,6-tetrahydrophthalic acid anhydride | HCID 10130132 | — |
| Catalyst | 2-Dimethylaminopyridine | HCID 21885 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | N-(4-chloro-2-fluoro-5-isopropoxyphenyl)-3-methyl-3,4,5,6-tetrahydrophthalic acid imide | HCID 17801969 | 82% |
Reaction Steps
15.4 g (0.093 mol) of 3-methyl-3,4,5,6-tetrahydrophthalic acid anhydride are dissolved in 90 ml of toluene. 18.4 g (0.093 mol) of 4-chloro-2-fluoro-5-isopropoxyaniline and 0.6 g of dimethylaminopyridine are added and the mixture is heated until the solvent and the water that has formed distil off. After approximately 2 hours at a bath temperature of 145° C. the reaction is complete. The residue is chromatographed over a column of silica gel with hexane/ethyl acetate 9:1. As main fraction there are obtained 26.8 g (82.0%) of the title compound (Compound No. 1.030) of the formula ##STR9## in the form of an oil, nD22 =1.5458.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04940485 |
| Source dataset | uspto-grants-1990_07 |
| ORD ID | ord-5be03feda2ac4888b87ca42f7a75ef40 |
| Source note | uspto-grants-1990_07 |