HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1,3,3-Tetramethylguanidine → (Z)-2-ethoxy-3-(2-methyl-1H-indol-5-yl)-acrylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1,3,3-Tetramethylguanidine | HCID 66460 | — |
| Reactant | Phosphonium, (1,2-diethoxy-2-oxoethyl)triphenyl-, chloride (1:1) | HCID 11327835 | — |
| Reactant | 2-methyl-1H-indole-5-carbaldehyde | HCID 21865509 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (Z)-2-ethoxy-3-(2-methyl-1H-indol-5-yl)-acrylic acid ethyl ester | HCID 69563061 | — |
Reaction Steps
In analogy to the procedures described in preparation 1a) and 1b), 2-methyl-1H-indole-5-carbaldehyde was reacted with (1,2-diethoxy-2-oxoethyl)triphenyl phosphonium chloride in dichloromethane in the presence of tetramethyl guanidine to give (Z)-2-ethoxy-3-(2-methyl-1H-indol-5-yl)-acrylic acid ethyl ester, which was subsequently hydrogenated to yield the title compound as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06890947B2 |
| Source dataset | uspto-grants-2005_05 |
| ORD ID | ord-e780d2826e474d5a8220a8e3170f6a61 |
| Source note | uspto-grants-2005_05 |