HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1280135Generated: October 26, 2026
Triethylamine → 3-Nitro-5-(2-trimethylsilylvinyl)benzoic acid methyl ester
https://huagongshe.com/reaction/1280135
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Vinyltrimethylsilane | HCID 79102 | — |
| Reactant | Methyl 3-iodo-5-nitrobenzoate | HCID 7020599 | — |
| Catalyst | Silver Nitrate | HCID 24470 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3-Nitro-5-(2-trimethylsilylvinyl)benzoic acid methyl ester | HCID 54367033 | — |
Reaction Steps
A mixture of 3-iodo-5-nitrobenzoic acid methyl ester (307 mg, 1.0 mmol), Pd(OAc)2 (67 mg, 0.30 mmol), triphenylphosphine (0.032 g, 0.60 mmol), AgNO3 (170 mg, 1.0 mmol), triethylamine (0.167 ml, 1.2 mmol) and vinyltrimethylsilane (0.309 ml, 2.0 mmol) was dissolved in acetonitrile (10 ml) and the solution was heated to 60° C. in a closed vessel for 48 h. The precipitated salts were filtered off and the filtrate was evaporated. The residue was chromatographed on silica gel using a mixture of ethyl acetate and heptane (1:11) as the eluent. Yield: 210 mg (75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06448442B1 |
|---|
| Source dataset | uspto-grants-2002_09 |
|---|
| ORD ID | ord-3ec028b86a564582b165988a5b4a41e0 |
|---|
| Source note | uspto-grants-2002_09 |
|---|