HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 3-{4-[2-(4-Benzyloxyphenyl)ethoxy]phenyl}-2-ethoxypropanoic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Reactant | p-(Benzyloxy)phenethyl alcohol | HCID 3017260 | — |
| Reactant | Ethyl 2-ethoxy-3-(4-hydroxyphenyl)propanoate | HCID 11791243 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-{4-[2-(4-Benzyloxyphenyl)ethoxy]phenyl}-2-ethoxypropanoic acid ethyl ester | HCID 53755963 | 75% |
Reaction Steps
Azodicarbonyl dipiperidine (7.5 g; 30 mmole) was added to 2-ethoxy-3-(4-hydroxyphenyl)propanoic acid ethyl ester (described in Example 20b) (7 g; 30 mmole), 2-(4-benzyloxyphenyl)ethanol (6.8 g; 30 mmole) and triphenylphosphine (7.8 g; 30 mmole) dissolved i dichloromethane. After stirring at room temperature overnight the solvent was evaporated in vacuo and diethyl ether was added. The solid material was filtered off after 1 hour and the filtrate was evaporated in vacuo. Purification by chromatography on silica gel using ethyl acetate:dichloromethane as eluant gave 10 g (yield 75%) of 3-{4-[2-(4-benzyloxyphenyl)ethoxy]phenyl}-2-ethoxypropanoic acid ethyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06630600B1 |
| Source dataset | uspto-grants-2003_10 |
| ORD ID | ord-d5a22a224eec4eff9e28778563af7857 |
| Source note | uspto-grants-2003_10 |