Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 389326Generated: October 31, 2026

Water → 5-chloro-2,3-dihydro-1H-inden-4-ol

https://huagongshe.com/reaction/389326

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylamineHCID 7912—
ReactantSulfuryl chlorideHCID 24648—
Reactant4-HydroxyindanHCID 74233—
SolventDichloromethaneHCID 6344—
Product5-chloro-2,3-dihydro-1H-inden-4-olHCID 1539071012.7%

Reaction Conditions

Temperature22.5 °C

Reaction Steps

To a clear solution of Indan-4-ol (40.0 gm, 0.297 mole) and Diisopropylamine (4.29 ml, 0.029 mole) in Dichloromethane (140 ml), a solution of Sulfuryl chloride (21.76 ml, 0.267 mole) in Dichloromethane (20 ml) was added at 0-5° C. The reaction mixture was stirred for 15 hours at 20-25° C. and poured into water (200 ml). Further it was extracted with Ethylacetate (2×200 ml). The organic layer was dried over Sodium sulphate, distilled under vacuum to give crude solid which was purified by column chromatography using Ethyl acetate:Hexane (2:98) as mobile phase. The collected fractions were distilled to give 5.7 gm of desired product as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08378118B2
Source datasetuspto-grants-2013_02
ORD IDord-9e139dd675294f0c82cea3cf8c74d356
Source noteuspto-grants-2013_02