Dichloromethane → HCID 18794266, compound

Participants

Role	Name	HCID	Charge
Reactant	Dichloromethane	HCID 6344	—
Reactant	N-(1,1-Dimethylethyl)benzenamine	HCID 254260	—
Reactant	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
Reactant	4,4,4-Trifluorocrotonic acid	HCID 5709614	—
Catalyst	4-(Dimethylamino)pyridine	HCID 14284	—
Product	HCID 18794266	HCID 18794266	—

Reaction Steps

A solution of 4,4,4-trifluorocrotonic acid (300 mg, 1.90 mmole), t-butylaniline (371 μL, 2.28 mmole), 1-(3-dimethylamino-propyl)-3-ethylcarbodiimide hydrochloride (510 mg, 2.66 mmole) and DMAP (8 mg) in CH2Cl2 (5 mL) was stirred at room temperature for 18 hrs. The mixture was diluted with CH2Cl2, washed with 1N NaOH, water, 1N HCl, 10% NaHCO3 and dried (MgSO4). Evaporation in vacuo to gave the title compound as a white solid. NMR (CDCl3): δ 1.33 (s, 9H); 6.63 (d, 1H); 6.90 (dq, 1H); 7.37 (s, 1H); 7.39 (d, 2H); 7.51 (d, 2H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06048869
Source dataset	uspto-grants-2000_04
ORD ID	ord-89b7aeefaf2d45199f9c147b785be2b9
Source note	uspto-grants-2000_04