HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aniline → HCID 59253798, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aniline | HCID 6115 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | HCID 1633439 | HCID 1633439 | — |
| Solvent | Nitrogen | HCID 947 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59253798 | HCID 59253798 | 67.6% |
Reaction Steps
N-Boc-trifluoromethionine (200 mg, 0.659 mmol) was dissolved in 6.6 ml of dry THF in the presence of N2, and the temperature was adjusted to −78° C. Subsequently, N-methylmorpholine (0.09 ml, 0.794 mmol) was added thereto, and the mixture was stirred. Two minutes later, isobutyl chloroformate (0.10 ml, 0.794 mmol) was added thereto, and the mixture was stirred for 2 minutes. Finally, aniline (0.07 ml, 0.794 mmol) was added thereto. TLC was performed to confirm disappearance of the starting compound, and the solid matters were filtered, followed by distillation of THF under reduced pressure. The residue was purified by column chromatography (hexane/ethyl acetate=80/20 then 70/30), thereby the product (168.6 mg, 65%) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07868206B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-a4aabcb7f6d241839ca7ad15c5979149 |
| Source note | uspto-grants-2011_01 |