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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 13948Generated: October 30, 2026

Hydrochloric Acid → (+/-)-3-(6-chloro-4-hydroxy-2,3-dihydro-1H-inden-5-yl)-2-hydroxypropyl 4-methylbenzenesulfonate

https://huagongshe.com/reaction/13948

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(+/-)-3-[4-(benzyloxy)-6-chloro-2,3-dihydro-1H-inden-5-yl]-2-hydroxypropyl 4-methylbenzenesulfonateHCID 86598558—
CatalystPalladiumHCID 23938—
Product(+/-)-3-(6-chloro-4-hydroxy-2,3-dihydro-1H-inden-5-yl)-2-hydroxypropyl 4-methylbenzenesulfonateHCID 8659855991.1%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728155B2
Source datasetuspto-grants-2010_06
ORD IDord-448b2489a56d487896a51c1bc185de6d
Source noteuspto-grants-2010_06