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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2419772Generated: October 31, 2026

Water → 7-Chloro-3,3-dimethyl-2,3-dihydro-1H-inden-5-ol

https://huagongshe.com/reaction/2419772

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhosphoric AcidHCID 1004—
ReactantIsopreneHCID 6557—
Reactant3-ChlorophenolHCID 7933—
CatalystPhenothiazineHCID 7108—
Solvent1,2-DichlorobenzeneHCID 7239—
Product7-Chloro-3,3-dimethyl-2,3-dihydro-1H-inden-5-olHCID 301755116.4%

Reaction Steps

449 g of isoprene, stabilized with 1.35 g of phenothiazine, were added dropwise over the course of 5.5 hours to a solution of 771 g of m-chlorophenol, 77 g of 85% strength phosphoric acid and 6 ml of water in 1.44 liters of o-dichlorobenzene at 150° C. To complete the reaction, stirring was continued overnight at 150° C. After cooling, the acid phase was separated off and extracted by shaking with toluene. The combined organic phases were washed until neutral. Fractional distillation gives 194 g of 7-chloro-3,3-dimethyl-5-hydroxy-indane; boiling point 105°-110° C/0.5 mm Hg; melting point 86.5° - 87.5° C. ##STR38##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04107324
Source datasetuspto-grants-1978_08
ORD IDord-049ecd6e8eff416991056ebddebe3169
Source noteuspto-grants-1978_08