HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 54042892, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | (2R)-1-aminopropan-2-ol | HCID 439938 | — |
| Reactant | (RS)-2-(2-oxoethyl)-5,6-difluoro-1-indanone | HCID 19036408 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 54042892 | HCID 54042892 | 45.4% |
Reaction Steps
A solution of 2.1 g of (RS)-2-(2-oxoethyl)-5,6-difluoro-1-indanone and 80 mg of p-toluenesulfonic acid in 70 ml of anhydrous toluene was heated on a water separator. A solution of 3.0 g of (R)-1-amino-2-propanol in 20 ml of anhydrous toluene was added dropwise to the boiling solution over a period of 5 minutes. Subsequently, the mixture was boiled for an additional 45 minutes, during which the solvent was reduced to a volume of 20 ml. The cooled reaction mixture was purified by column chromatography on silica gel (diethyl ether/hexane 7:3). 1.13 g (45%) of (R)-1-(6,7-difluoro-1,4-dihydro-indeno[1,2-b]pyrrol-1-yl)-propan-2-ol were obtained as a brown solid which was used without further recrystallization in the next reaction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05646173 |
| Source dataset | uspto-grants-1997_07 |
| ORD ID | ord-aff5fa2c8f0b4b70a06a209dcea0081f |
| Source note | uspto-grants-1997_07 |