HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → Propan-2-yl 3-(2-fluorophenyl)prop-2-enoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | o-Fluorobenzaldehyde | HCID 67970 | — |
| Reactant | (Ethoxycarbonylmethyl)triphenylphosphonium bromide | HCID 73731 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Propan-2-yl 3-(2-fluorophenyl)prop-2-enoate | HCID 57870847 | 60% |
Reaction Steps
400 mg of sodium hydride (60% in oil, 10 mmol) were added to a stirred solution of 4.4 g of ethoxycarbonylmethyltriphenylphosphonium bromide (10 mmol) in 20 ml of DMF and the mixture was stirred further at RT for 10 min. 1.24 g of 2-fluoro-benzaldehyde (10 mmol) were added and the mixture was stirred for 5 h at RT. The reaction mixture was taken up in 100 ml of ethyl acetate and washed with a common salt solution, dried over sodium sulfate, filtered and concentrated under reduced pressure. Purification took place using a silica gel chromatography (ethyl acetate/heptane 1:1). 1.25 g of the title compound were obtained. Yield: 60%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08097758B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-964fca885af645dab3e1b47b2191ea3b |
| Source note | uspto-grants-2012_01 |