HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Methyl 4-(n-(phenylmethyl)-n-((2-bromophenyl)methyl) amino)but-2-enoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2-Butenoic acid, 4-bromo-, methyl ester | HCID 5369175 | — |
| Reactant | N-benzyl-2-(2-bromophenyl)ethanamine | HCID 11055371 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Methyl 4-(n-(phenylmethyl)-n-((2-bromophenyl)methyl) amino)but-2-enoate | HCID 69158924 | — |
Reaction Steps
N-(2-(2-Bromophenyl)ethyl)-N-(phenylmethyl)amine was dissolved in acetonitrile (0.2 M), followed by addition of methyl 4-bromocrotonate (1.2 eq) and triethylamine (1.5 eq), and the reaction was refluxed overnight. After cooling to room temperature, the reaction was diluted with EtOAc, washed with 10% sodium carbonate, water, and brine, dried over magnesium sulfate, filtered and concentrated in vacuo. Flash chromatography (silica; 50% EtOAc/Hex) afforded a colorless oil. EI-MS m/z 388/390 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06514964B1 |
| Source dataset | uspto-grants-2003_02 |
| ORD ID | ord-b686d2fb7a264a81b4fb5771c1ceec25 |
| Source note | uspto-grants-2003_02 |