HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodine → 4-[2-[(E)-2-iodovinyl]-phenoxy]butyric acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | trans-1,2-Bis(tri-n-butylstannyl)ethylene | HCID 5378370 | — |
| Reactant | 4-(2-Bromophenoxy)-butyric acid methyl ester | HCID 15070126 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 4-[2-[(E)-2-iodovinyl]-phenoxy]butyric acid methyl ester | HCID 15070127 | 65.5% |
Reaction Steps
Under the conditions of example 2C, 482 mg of 4-(2-bromophenoxy)-butyric acid methyl ester and 3.2 g of (E)-1,2-bis-(tri-n-butylstannyl)-ethylene (50%) in 6 ml of toluene are heated in the presence of 47 mg of tetrakis-(triphenylphosphine)-palladium, diluted with 6 ml of diethyl ether, mixed with a solution of 1.02 g of iodine in 5 ml of diethyl ether, concentrated by evaporation, and the residue is chromatographed on silica gel. 400 mg of 4-[2-[(E)-2-iodovinyl]-phenoxy]butyric acid methyl ester is obtained as an oily crude product, which is used in the next stage without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05183925 |
| Source dataset | uspto-grants-1993_02 |
| ORD ID | ord-646e1bbdca9643b2846206a3487de3c0 |
| Source note | uspto-grants-1993_02 |