HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (R)-1-(4,4,7-trimethyl-1,4-dihydro-indeno[2,1-c]pyrazol-1-yl)-propan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | (R)-1-hydrazino-2-propanol | HCID 28082612 | — |
| Reactant | 2-Hydroxymethylene-3,3,6-trimethyl-1-indanone | HCID 70185585 | — |
| Catalyst | p-Toluenesulfonic acid | HCID 6101 | — |
| Product | (R)-1-(4,4,7-trimethyl-1,4-dihydro-indeno[2,1-c]pyrazol-1-yl)-propan-2-ol | HCID 54465352 | 89% |
Reaction Steps
A solution of 0.7g (3.5 mmol) of 2-hydroxymethylene-3,3,6-trimethyl-1-indanone, 0.37 g (4.1 mmol) of (R)-1-hydrazino-2-propanol and 50 mg of p-toluenesulfonic acid in 50 ml of anhydrous toluene was heated on a water separator for 2 hours. After concentration in a vacuum, the reaction mixture was purified by column chromatography on silica gel (ethyl acetate). 0.8 g (89%) of (R)-1-(4,4,7-trimethyl-1,4-dihydro-indeno[2,1-c]pyrazol-1-yl)-propan-2-ol was obtained as a yellow oil which was used directly in the next reaction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05561150 |
| Source dataset | uspto-grants-1996_10 |
| ORD ID | ord-89f2321f03f145b5a8de3cd52a7b0e2d |
| Source note | uspto-grants-1996_10 |