HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → ethyl-3-(4-bromo-6-fluoro-1H-indol-2-yl)prop-2-enoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester | HCID 70670 | — |
| Reactant | 4-bromo-6-fluoro-1H-indole-2-carbaldehyde | HCID 21867409 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | ethyl-3-(4-bromo-6-fluoro-1H-indol-2-yl)prop-2-enoate | HCID 69561024 | 69.3% |
Reaction Steps
To a solution of 4-bromo-6-fluoro-1H-indole-2-carbaldehyde (1.8 g, 7.4 mmol) in THF (100 mL) at r.t. was added (ethoxycarbonylmethylene)triphenylphosphorane (5 g, 14 mmol). The mixture was stirred for 2 hours at r.t. and the mixture was filtered through a silica gel pad eluted with 40% EtOAc and the filtrate was concentrated. The residue was purified by silica gel chromatography eluted with 20% EtOAc to give 1.6 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07144913B2 |
| Source dataset | uspto-grants-2006_12 |
| ORD ID | ord-2fcb3fcfa6a94bb2bb711dddfbd600bf |
| Source note | uspto-grants-2006_12 |