HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 25175312, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl 3-isocyanatobenzoate | HCID 2733366 | — |
| Reactant | HCID 57586408 | HCID 57586408 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 25175312 | HCID 25175312 | 85.9% |
Reaction Steps
46 mg of (2-cyclohexyl-ethyl)-(3,3-diphenyl-propyl)-amine (0.147 mmol, 1 eq) were diluted in 1 mL of DCM. 30 mg (0.172 mmol, 1.2 eq) of 3-isocyanato-benzoic acid methyl ester were then added to the mixture. The reaction mixture was stirred at room temperature for 90 min before adding water, then the aqueous phase was extracted with DCM. The organic phase was washed with water, brine, dried over MgSO4, filtered and concentrated in vacuo. The crude product was purified by flash chromatography over silica gel (eluant: gradient Hept/EtOAc 5/1). 63 mg of the desired urea were obtained. MS (ES+): 499.5+ (M+H)+. TLC: Rf: 0.57 (eluant: heptane/EtOAc: 1/1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08324396B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-e41db223360e411ea447cae20585d180 |
| Source note | uspto-grants-2012_12 |