HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 131722439, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Benzene, 1,3-bis(bromomethyl)- | HCID 69373 | — |
| Reactant | N-Boc-glycine methyl ester | HCID 637609 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 131722439 | HCID 131722439 | — |
Reaction Steps
A solution of the product from step (i) (5 g) in tetrahydrofuran (10 ml) was added dropwise to a suspension of sodium hydride (1.1 g) in tetrahydrofuran (40 ml) at 0° C. The mixture was warmed to room temperature and stirred for 30 minutes then added dropwise to a solution of α,α′-dibromo-m-xylene (10.56 g) in tetrahydrofuran (40 ml). The mixture was stirred at room temperature for 2 hours, quenched with aqueous ammonium chloride and partitioned between ethyl and acetate and water. The organic phase was dried (MgSO4) and evaporated. Purified by chromatography eluting with 10% ethyl acetate in isohexane. Yield 2.8 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06200981B1 |
| Source dataset | uspto-grants-2001_03 |
| ORD ID | ord-fc16ac5647be4b3abd13ec521152faaa |
| Source note | uspto-grants-2001_03 |