HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 53486849, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 5-Chloro-1-benzofuran-2-carboxylic acid | HCID 937838 | — |
| Reactant | Borane;tetrahydrofuran | HCID 2723981 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 53486849 | HCID 53486849 | 47% |
Reaction Steps
To a tetrahydrofuran solution (12 mL) of 5-chlorobenzofuran-2-carboxylic acid (620 mg, 3.15 mmol), borane-tetrahydrofuran complex (7.88 mL, 7.88 mmol, tetrahydrofuran solution) was added at 0° C. and the resultant solution was stirred at room temperature for 3 hours, at 60° C. for 1 day, and at room temperature for 1 day. After completion of the reaction, concentration under reduced pressure was carried out three times with adding methanol to the reaction solution and the concentrated solution was purified by silica gel column chromatography (hexane/ethyl acetate=3/1→1/1 (v/v)) to obtain the title compound (268 mg, yield 47%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09403798B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-a6abf6ceb701419f80b1592ede994934 |
| Source note | uspto-grants-2016_08 |