HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4-Dimethoxybenzeneacetonitrile → (z)-2-(3,4-Dimethoxy-phenyl)-3-(3-ethoxy-4-hydroxy-phenyl)-acrylonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4-Dimethoxybenzeneacetonitrile | HCID 66727 | — |
| Reactant | HCID 87761353 | HCID 87761353 | — |
| Product | (z)-2-(3,4-Dimethoxy-phenyl)-3-(3-ethoxy-4-hydroxy-phenyl)-acrylonitrile | HCID 10448983 | 37.7% |
Reaction Steps
The hydroxyl group of 3-ethoxy-4-hydroxybenzaldehyde (2.0 g) was protected by use of 2-methoxyethoxymethyl chloride (1.5 g) in accordance with (production process 1), to thereby produce 3-ethoxy-4-methoxyethoxymethoxybenzaldehyde (2.8 g, yield: 91%). The thus-produced 3-ethoxy-4-methoxyethoxymethoxybenzaldehyde (2.8 g) and 3,4-dimethoxybenzyl cyanide (2.0 g) were subjected to condensation in accordance with process A of (production process 2), to thereby yield an MEM form of the target product. Subsequently, the protective group was removed from the MEM form in accordance with (production process 3), to thereby produce the target product (1.35 g, yield: 37%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07371773B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-57b98e096a814287923c6713da48c270 |
| Source note | uspto-grants-2008_05 |