HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,5-Dimethoxytetrahydrofuran → 3-(1H-Pyrrol-1-YL)-5-(trifluoromethyl)benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,5-Dimethoxytetrahydrofuran | HCID 79098 | — |
| Reactant | 3-Amino-5-(trifluoromethyl)benzoic acid | HCID 609556 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3-(1H-Pyrrol-1-YL)-5-(trifluoromethyl)benzoic acid | HCID 17963985 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A solution of 3-amino-5-(trifluoromethyl)benzoic acid (2.0 g) and 2,5-dimethoxytetrahydrofuran (1.52 ml) in a mixture of acetic acid (10 ml) and 1,4-dioxane (10 ml) was stirred at 100° C. for 2 hours. After cooling to room temperature, the mixture was concentrated and purified with column chromatography (silica gel, 50 ml, methanol:dichloromethane=10:90) to give crude solid. The solid was recrystallized from ethyl acetate (5.0 ml) and hexane (200 ml) to give 3-(pyrrol-1-yl)-5-(trifluoromethyl)-benzoic acid (1.72 g) as a powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07166598B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-af743b003de44395b8957aecbe70c1b3 |
| Source note | uspto-grants-2007_01 |