HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 11601217, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Diisobutylaluminum hydride | HCID 14487 | — |
| Reactant | Diethyl 2-(4-bromobenzyl)malonate | HCID 10860456 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 11601217 | HCID 11601217 | 99% |
Reaction Steps
2-(4-Bromo-benzyl)-malonic acid diethyl ester 21 (1.5 g, 3.8 mmol) was dissolved in 5 mL THF and the solution was added slowly to DIBALH (1M in toluene, 25 mL) via a syringe at 0° C. and stirred at the same temperature for 3 hr. HCl (2N, 50 mL) was then added to break the complex. After standard work up with ethyl acetate, crude product 22 (0.9 g, 99%) was obtained, which was used directly for the next step without further purification: 1H NMR δ 7.39 (d, 2H, J=8.2 Hz), 7.04 (d, 2H, J=8.2 Hz), 3.60 (m, 4H), 2.55 (d, 2H, J=7.4 Hz), 1.96 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07858072B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-aacfc1bd004d489aa1ad7c35d3870167 |
| Source note | uspto-grants-2010_12 |