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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2419771Generated: November 4, 2026

M-Cresol → 3,3,7-Trimethyl-2,3-dihydro-1H-inden-5-ol

https://huagongshe.com/reaction/2419771

Reaction equation

Participants

RoleNameHCIDCharge
ReactantM-CresolHCID 342—
ReactantPhosphoric AcidHCID 1004—
ReactantIsopreneHCID 6557—
ReactantPhenothiazineHCID 7108—
SolventWaterHCID 962—
SolventO-XyleneHCID 7237—
Product3,3,7-Trimethyl-2,3-dihydro-1H-inden-5-olHCID 3017552—

Reaction Steps

449 of isoprene, stabilized with 1.35 g of phenothiazine, were added dropwise over the course of 7 hours to a solution of 648 g of m-cresol, 77 g of 85% strength phosphoric acid and 6 ml of water in 1.44 liters of xylene at 110° C. To complete the reaction, stirring was continued overnight at 110° 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 gave 252 g of 3,3,7-trimethyl-5-hydroxy-indane; boiling point 151°-155° C/18 mm Hg; melting point 80° - 81° C. ##STR37##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04107324
Source datasetuspto-grants-1978_08
ORD IDord-b6223ff6f53c472283cc639838d7ab5a
Source noteuspto-grants-1978_08