Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | 3-(Trifluoromethoxy)aniline | HCID 73753 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57974628 | HCID 57974628 | 89.3% |
Reaction Steps
Add 3-(trifluoromethoxy)aniline (1.0 g, 5.65 mmol), pyridine (0.89 g, 11.3 mmol) to DCM (20 mL) and cool to 0° C. Add dropwise phenyl chloroformate (1.15 g, 7.34 mmol). After addition, stir for 1 hr. TLC (PE:EtOAc=3:1) shows the reaction is complete. Add water to the mixture, extract with DCM (10 mL×3), combine the organic layer, wash with 1N HCl solution, brine sequentially, and dry over anhydrous Na2SO4. Concentrate under reduced pressure to get the product (1.50 g, 89%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09359338B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-a125d2997da241b3a8dcada61037e763 |
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| Source note | uspto-grants-2016_06 |
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