Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Borane;tetrahydrofuran | HCID 2723981 | — |
| Reactant | 5-Chloronaphthalene-2-carboxylic acid | HCID 14678745 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 14579128 | HCID 14579128 | 97% |
Reaction Steps
To a cooled (0° C.), stirred suspension of 5-chloro-2-naphthoic acid (1.10 g, 5.32 mmol) in THF (10 mL) was added BH3.THF (1M in THF, 7.50 mL, 7.50 mmol) over 10 minutes. The resulting mixture was then heated under reflux for 1 hour 30 minutes, recooled to 0° C., and saturated aqueous K2CO3 (4 mL) was added. H2O (20 mL) was added and the mixture was extracted with ether. The combined extracts were washed with brine, dried (MgSO4), and concentrated to give a pale yellow solid (0.94 g, 97%), m.p. 72°-75° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04966975 |
|---|
| Source dataset | uspto-grants-1990_10 |
|---|
| ORD ID | ord-8365d2bdc0c74d8dba11885282ebb015 |
|---|
| Source note | uspto-grants-1990_10 |
|---|