HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → Ethyl 3-(4-[2-(4-tert-butoxycarbonylaminophenyl)ethoxy]phenyl}-2-ethoxypropanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Reactant | N-Boc-2-(4-aminophenyl)ethanol | HCID 11413715 | — |
| Reactant | Ethyl 2-ethoxy-3-(4-hydroxyphenyl)propanoate | HCID 11791243 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl 3-(4-[2-(4-tert-butoxycarbonylaminophenyl)ethoxy]phenyl}-2-ethoxypropanoate | HCID 22988408 | 89.6% |
Reaction Steps
Compound (c) (1.03 g; 4.34 mmole) and (b) (1.03 g; 4.34 mmole) were dissolved in dichloromethane under argon at room temperature. Azodicarbonyl dipiperidine (1.65 g; 6.5 mmole) and thereafter triphenylphosphine (1.37 g; 5.2 mmole) were added. After stirring at room temperature for 6 hours the solvent was evaporated in vacuo. Purification by chromatography on silica gel using heptane:ethyl acetate (2:1) as eluant gave 1.78 g (yield 89%) of the desired product
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06630509B2 |
| Source dataset | uspto-grants-2003_10 |
| ORD ID | ord-7fc15b0fa71240d9942823658db18c53 |
| Source note | uspto-grants-2003_10 |