HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributylphosphine → 3-{4-[1-(4-Bromo-3-methyl-phenyl)-5-methyl-hexyloxy]-benzoylamino}-propionic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Reactant | 3-(4-Hydroxy-benzoylamino)-propionic acid methyl ester | HCID 10632853 | — |
| Reactant | 1-(4-Bromo-3-methyl-phenyl)-5-methyl-hexan-1-ol | HCID 67345033 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-{4-[1-(4-Bromo-3-methyl-phenyl)-5-methyl-hexyloxy]-benzoylamino}-propionic acid methyl ester | HCID 67341982 | 63% |
Reaction Steps
A solution of 3-(4-hydroxy-benzoylamino)-propionic acid methyl ester (805 mg, 3.61 mmol) and 1-(4-Bromo-3-methyl-phenyl)-5-methyl-hexan-1-ol (824 mg, 2.89 mmol) in toluene (15.0 mL) was degassed and filled with nitrogen for 3 times. Tributylphosphine (1.1 mL, 4.33 mmol) was added to the reaction mixture under nitrogen at 0° C., followed by addition of 1,1′-(azodicarbonyl)-dipiperidine (1.1 g, 4.33 mmol). The reaction mixture was allowed to warm to room temperature and stirred over night, the mixture was loaded on silica gel column. Chromatography gave the title compound (890 mg, 1.82 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07989457B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-66cc52cc37704c038a0a0c6c7c1ff829 |
| Source note | uspto-grants-2011_08 |