HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → (S)-1-(3-bromo-2-methyloxyphenyl)heptane-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Borane;tetrahydrofuran | HCID 2723981 | — |
| Reactant | 1-(3-Bromo-2-methyloxyphenyl)heptane-1-one | HCID 59544892 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (S)-1-(3-bromo-2-methyloxyphenyl)heptane-1-ol | HCID 59544894 | 98.3% |
Reaction Steps
Under room temperature, a 1M borane THF solution (48 mL) was added to an R-CBS 1M toluene solution (120 mL). 1-(3-Bromo-2-methyloxyphenyl)heptane-1-one (7, 13 g) was added, and the mixture was stirred for 1 hour. Methanol was added, a solvent was distilled off, and the residue was purified by chromatography to obtain (S)-1-(3-bromo-2-methyloxyphenyl)heptane-1-ol (8, 12.86 g, yield 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08530668B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-22e2e8a8c04640c3b9b9ef71e66d333a |
| Source note | uspto-grants-2013_09 |