HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 86651685, compound → HCID 66896396, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 86651685 | HCID 86651685 | — |
| Reactant | HCID 178505773 | HCID 178505773 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66896396 | HCID 66896396 | — |
Reaction Steps
To a THF (0.13 M) solution of tert-butyl (3-bromo-5-formyl-4-methylbenzyl)cyclopropylcarbamate (1 eq.) from the previous step was added at 0° C. 3-fluorophenyl magnesium bromide (0.5 M in THF, 1.1 eq.). The resulting solution was warmed slowly to RT over 2 h before it was quenched with sat. aq. NH4Cl. The aqueous layer was separated and back-extracted with ether. The combined organic extracts were washed further with water and brine, dried over Na2SO4, filtered and the filtrate concentrated in vacuo. Further purification of the crude product by way of flash chromatography (SiO2, Hex→1:1 (v/v) Hex:EtOAc) afforded the title compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889714B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-e0829ae1e6df49f2a76415bfc82f3729 |
| Source note | uspto-grants-2014_11 |