HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzaldehyde → Methyl 2-phenyl-2-[(phenylmethylene)amino]acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzaldehyde | HCID 240 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Reactant | Methyl 2-amino-2-phenylacetate hydrochloride | HCID 12247454 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 2-phenyl-2-[(phenylmethylene)amino]acetate | HCID 3714052 | 96.8% |
Reaction Steps
To a solution of 8 (40.3 g, 0.2 mol) in dichloromethane (600 mL) was added triethyl amine (24.24 g, 0.24 mol) dropwise. After stirring for 30 min, benzaldehyde (21.2 g, 0.2 mol) was added dropwise, followed by the addition of MgSO4 (240 g, 2 mol). The mixture was stirred overnight. After filtration, the filtrate was evaporated to give compound 9 (49 g, 96.8%). 1H NMR (400 MHz, CDCl3) δ 3.72 (s, 3 H), 5.22 (s, 1 H), 7.30-7.39 (m, 6 H), 7.53-7.56 (m, 2 H), 7.82-7.85 (m, 2 H), 8.34 (s, 1 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07786163B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-52e801dd110043ddb5e7bbd0ebaead9c |
| Source note | uspto-grants-2010_08 |