HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl cyanoacetate → HCID 86683080, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl cyanoacetate | HCID 7764 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | (2-Amino-4-methoxyphenyl)(phenyl)methanone | HCID 254180 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86683080 | HCID 86683080 | 29% |
Reaction Conditions
| Temperature | 300 °C |
|---|
Reaction Steps
A solution of (2-amino-4-methoxy-phenyl)-phenyl-methanone (400 mg, 1.76 mmol) and ethyl 2-cyanoacetate (239 mg, 225 μl) in toluene (6 ml) containing catalytic amounts of piperidine (15.0 mg, 17.4 μl) was pumped at a flow rate of 0.42 ml min−1 (residence time 40 min) through a steel reactor coil (volume=17 ml) that was heated to 300° C. The reaction mixture was evaporated to dryness and the remaining solid was triturated with CH2Cl2/heptane 2:1 for 3 h. The solid was filtrated off and washed two times with CH2Cl2/heptane 1:1 to give the title compound (140 mg, 29%) as off-white solid. MS (ESI): 277.4 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09199938B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-26507afa0faa42afbdb06cb0029b17a0 |
| Source note | uspto-grants-2015_12 |