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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1790995Generated: October 25, 2026

1,4-Dichlorobenzene → 3,3'-Diisopropyl-5,5',6,6',7,7',8,8'-octahydro-2,2'-binaphthol

https://huagongshe.com/reaction/1790995

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DichlorobenzeneHCID 4685—
ReactantPropyleneHCID 8252—
Reactant5,5',6,6',7,7',8,8'-Octahydro-2,2'-binaphtholHCID 22044199—
Catalyst12-Wolframophosphoric acidHCID 452313—
Product3,3'-Diisopropyl-5,5',6,6',7,7',8,8'-octahydro-2,2'-binaphtholHCID 22044204—

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 5,5′,6,6′,7,7′,8,8′-octahydro-2,2′-binaphthol (44.0 g), dichlorobenzene (10 ml) and phosphotungstic acid (2.3 g) was heated to 130° C. To the mixture was added excess propylene via a dry-ice condenser. The reaction was monitored by GC analysis. The reaction mixture contained 6% of monoisopropylated product and 83% of diisopropylated product. The mixture was purified by flash column to give 20.0 g of 3,3′-diisopropyl-5,5′,6,6′,7,7′,8,8′-octahydro-2,2′-binaphthol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07071365B2
Source datasetuspto-grants-2006_07
ORD IDord-366fafc4eb344e6ebc2c03201dcde3fe
Source noteuspto-grants-2006_07