HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromobenzyl bromide → HCID 68972496, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromobenzyl bromide | HCID 76965 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | HCID 68968606 | HCID 68968606 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68972496 | HCID 68972496 | 65% |
Reaction Conditions
| Temperature | -78 °C |
|---|
Reaction Steps
To a solution of the above nitrile (280 mg, 0.76 mmol) in THF at −78° C. was added freshly prepared LDA (0.32M, 2.6 mL, 0.83 mmol). The resulting mixture was stirred for 30 min. at −78° C. and 2-bromobenzyl bromide (570 mg, 2.28 mmol) in THF (1 mL) was added. The reaction was stirred for 3 hours at 0° C. and quenched with saturated aqueous NH4Cl (20 mL) to give 4-[2-(2-bromo-phenyl)-1-cyano-1-(4-trifluoromethyl-phenyl)-ethyl]-piperidine-1-carboxylic acid tert-butyl ester (264 mg, 65%) as a white foam after work-up and purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07491735B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-431b2c9f5f0d4953a67195995e3426dd |
| Source note | uspto-grants-2009_02 |