HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (R)-1-(7-methoxy-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 | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | (R)-1-hydrazino-2-propanol | HCID 28082612 | — |
| Reactant | HCID 69199600 | HCID 69199600 | — |
| Product | (R)-1-(7-methoxy-1,4-dihydro-indeno[2,1-c]pyrazol-1-yl)-propan-2-ol | HCID 86749881 | 68% |
Reaction Steps
A solution of 1.5 g (7.9 mmol) of 2-hydroxymethylene-6-methoxy-1-indanone, 0.78 g (8.6 mmol) of (R)-1-hydrazino-2-propanol and 100 mg of p-toluenesulfonic acid in 100 ml of anhydrous toluene was heated on a water separator for 1.5 hours. After concentration in a vacuum, the reaction mixture was purified by column chromatography on silica gel (ethyl acetate/hexane 4:1). 1.3 g (68%) of (R)-1-(7-methoxy-1,4-dihydro-indeno[2,1-c]pyrazol-1-yl)-propan-2-ol were obtained as a yellow solid 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-87b0ac227e8041d38eddbeb285f8ad6d |
| Source note | uspto-grants-1996_10 |