HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-(3-Chloro-4-fluorobenzoyl)-4-fluoropiperidine-4-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (3-Chloro-4-fluorophenyl)[4-fluoro-4-(hydroxymethyl)-1-piperidinyl]methanone | HCID 10755891 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 1-(3-Chloro-4-fluorobenzoyl)-4-fluoropiperidine-4-carbaldehyde | HCID 15434949 | 100% |
Reaction Steps
2.48 g of pyridine-SO3 complex (15.5 mmol) are added in a single portion to a solution of 1.5 g of 1-(3-Chloro-4-fluorobenzoyl)-4-fluoro-4-piperidine-methanol (5.18 mmol), 2.16 ml of triethylamine (15.5 mmol) and 15 ml of anhydrous DMSO. After stirring for 3 hours at room temperature, the yellow solution obtained is poured into an ice-water mixture and extracted twice with ethyl acetate. The organic phases are washed with aqueous 5% citric acid solution and then with salt water, dried over MgSO4 and filtered and the solvent is removed under vacuum. 1.49 g (quantitative yield) of a yellow oil are obtained, this product being used without further purification in the following step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06448268B1 |
| Source dataset | uspto-grants-2002_09 |
| ORD ID | ord-1e6e99c8a19c49c2be4e7e06b0ac8140 |
| Source note | uspto-grants-2002_09 |