HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Methyl 4-(1-aminocyclopropyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Reactant | 4-(1-Aminocyclopropyl)benzoic acid | HCID 45140208 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 4-(1-aminocyclopropyl)benzoate | HCID 45140209 | 87% |
Reaction Steps
4-(1-aminocyclopropyl)benzoic acid (1.75 g, 0.00988 mol) was stirred in THF (20 mL) and Methanol (10 mL) over ice/water bath. 2.00 M of trimethylsilyldiazomethane in hexane (9.9 mL, 0.020 mol) was added and the mixture was stirred at room temperature for 12 hours. The reaction mixture was concentrated down to viscous oil which solidified upon standing to give a crystalline solid. Crude material was dried on high vacuum line for 12 hours to give methyl 4-(1-aminocyclopropyl)benzoate (1.65 g, 87%) as pale brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09000024B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-7407d88d941c48b0880db251dbbbc6b4 |
| Source note | uspto-grants-2015_04 |