HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (+/-)-3-(6-chloro-4-hydroxy-2,3-dihydro-1H-inden-5-yl)-2-hydroxypropyl 4-methylbenzenesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | (+/-)-3-[4-(benzyloxy)-6-chloro-2,3-dihydro-1H-inden-5-yl]-2-hydroxypropyl 4-methylbenzenesulfonate | HCID 86598558 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Product | (+/-)-3-(6-chloro-4-hydroxy-2,3-dihydro-1H-inden-5-yl)-2-hydroxypropyl 4-methylbenzenesulfonate | HCID 86598559 | 91.1% |
Reaction Steps
Treatment of (±)-3-[4-(benzyloxy)-6-chloro-2,3-dihydro-1H-inden-5-yl]-2-hydroxypropyl 4-methylbenzenesulfonate (6.30 g, 0.013 mol) with palladium on carbon (5 wt. %, 0.51 g) and hydrogen chloride (3.4 mL, 4 M in isopropanol) generally according to the procedure described for Intermediate 4 afforded 4.7 g (91%) of (±)-3-(6-chloro-4-hydroxy-2,3-dihydro-1H-inden-5-yl)-2-hydroxypropyl 4-methylbenzenesulfonate as a light yellow solid. mp 125-127° C.; Anal. calcd. for C19H21ClO5S.0.1H2O: C, 57.24; H, 5.36. Found: C, 56.92; H, 5.23.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07728155B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-448b2489a56d487896a51c1bc185de6d |
| Source note | uspto-grants-2010_06 |