HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 69999794, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethyl 2-phosphonopropionate | HCID 107155 | — |
| Reactant | 3,5-Difluorobenzaldehyde | HCID 588160 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 69999794 | HCID 69999794 | — |
Reaction Steps
5 a) 1 eq. of triethyl 2-phosphonopropionate was deprotonated at 0° C. with 1 eq. of n-butyllithium in hexane and then treated at RT with 1 eq. of 3,5-difluorobenzaldehyde. After the aldehyde had completely reacted, the mixture was worked up with water and extracted three times by shaking with toluene. After the combined organic phases had been dried over magnesium sulfate, the solvent was removed under vacuum and the residual crude product was separated by chromatography on silica gel using EE/HEP mixtures as the eluent. Ethyl E-3-(3,5-difluorophenyl)-2-methylacrylate was isolated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06504057B2 |
| Source dataset | uspto-grants-2003_01 |
| ORD ID | ord-81d47bc939dc4d799a622d2d70dcb72d |
| Source note | uspto-grants-2003_01 |