HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 67304384, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Borane;tetrahydrofuran | HCID 2723981 | — |
| Reactant | 1-(4-Fluorophenyl)-1H-imidazole-4-carboxylic acid | HCID 17390048 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67304384 | HCID 67304384 | — |
Reaction Steps
1-(4-Fluoro-phenyl)-1H-imidazole-4-carboxylic acid (18 g, 87 mmol) was dissolved in 90 mL dry THF. Borane tetrahydrofuran complex (174 mL, 1M in THF, 174 mmol) was added dropwise. The reaction was refluxed for 2 h and stirred at room temperature overnight. The reaction mixture was cooled to 0° C. and 100 mL methanol were added dropwise. The solvents were evaporated. The residue was taken up in 100 mL 2N HCl and refluxed for 2 h. The reaction mixture was then cooled to 0° C. and 120 mL 2N sodium hydroxide solution were added dropwise. The solid material was filtered off and dried at 50° C. and 15 mbar. The desired compound was obtained as a white solid (13 g, 78%), MS: m/e=193.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08481548B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-f69c75fda3a54510a22fac8699cc22f5 |
| Source note | uspto-grants-2013_07 |