HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 41247Generated: October 29, 2026
Trimethyl borate → HCID 58223487, compound
https://huagongshe.com/reaction/41247
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trimethyl borate | HCID 8470 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2-Bromo-5-(isopropoxymethyl)-1,3-dimethoxybenzene | HCID 58223454 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58223487 | HCID 58223487 | 35.2% |
Reaction Steps
To a tetrahydrofuran (20 ml) solution of 2-bromo-5-(isopropoxymethyl)-1,3-dimethoxybenzene (1.85 g, 6.40 mmol) was added dropwise 2.77M n-butyllithium (2.77 ml, 7.68 mmol) at −78° C., and the mixture was stirred for one hour. To the mixture was added trimethyl borate (0.86 ml, 7.68 mmol), and the mixture was warmed to room temperature. After the reaction was completed, a saturated aqueous solution of ammonium chloride was added while cooling on ice, which was extracted with ethyl acetate and dried over anhydrous magnesium sulfate, and the solvent was then distilled off under reduced pressure. The residue was purified by silica gel column chromatography (n-heptane/ethyl acetate: 3/1 then 1/1) to obtain the title compound (571 mg, 2.25 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08530504B2 |
|---|
| Source dataset | uspto-grants-2013_09 |
|---|
| ORD ID | ord-9b27568306d84a02850008dd80e8a297 |
|---|
| Source note | uspto-grants-2013_09 |
|---|