HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 71277437, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl 2-(bromomethyl)benzoate | HCID 2734813 | — |
| Reactant | HCID 71277436 | HCID 71277436 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71277437 | HCID 71277437 | 40% |
Reaction Steps
To a solution of compound 14b (562 mg, 2.0 mmol) in DMF (10 mL) at 0° C. was added NaH (200 mg, 5.0 mmol). The reaction was stirred for 30 min and to it was added methyl 2-(bromomethyl)benzoate (366 mg, 1.6 mmol). The reaction mixture was stirred for 3 h, poured into H2O and extracted with EA (10 mL). The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by Prep-TLC to give compound 14c (275 mg, 40% yield) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08940722B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-b6c87f095cd44dd7bdeac8fab46731f5 |
| Source note | uspto-grants-2015_01 |