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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 252694Generated: November 1, 2026

Aniline → HCID 59253798, compound

https://huagongshe.com/reaction/252694

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
Reactant4-MethylmorpholineHCID 7972—
ReactantIsobutyl chloroformateHCID 62365—
ReactantHCID 1633439HCID 1633439—
SolventNitrogenHCID 947—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59253798HCID 5925379867.6%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07868206B2
Source datasetuspto-grants-2011_01
ORD IDord-a4aabcb7f6d241839ca7ad15c5979149
Source noteuspto-grants-2011_01