HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86757050, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | tert-Butyl bromoacetate | HCID 79177 | — |
| Reactant | HCID 14360819 | HCID 14360819 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86757050 | HCID 86757050 | — |
Reaction Steps
(1S-cis)-4-Azido-2-cyclopenten-1-ol (3.4 g) (prepared as described by D. R. Deardorff et al., J. Org. Chem, 1989, 54, 2759) in tetrahydrofuran (60 ml) was added dropwise to a suspension of sodium hydride (1.1 g. of a 60% suspension in oil) in tetrahydrofuran (60 ml) at 0° C. On completion of the addition the mixture was allowed to warm to ambient temperature the added dropwise to a solution of tert-butyl bromoacetate (10.1 ml) in tetrahydrofuran (60 ml) at 0° C. Water (200 ml) was added and the product extracted into ethyl acetate (200 ml) then dried and concentrated. Purification (SiO2, ethyl acetate:isohexane,10:90, as eluent) afforded the subtitle compound (3.6 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06251910B1 |
| Source dataset | uspto-grants-2001_06 |
| ORD ID | ord-afb631d55706437bbd30d3650d4400d7 |
| Source note | uspto-grants-2001_06 |