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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78962Generated: October 26, 2026

Toluene → 4,4'-(9H-Fluorene-9,9-diyl)bis(2-methylphenol)

https://huagongshe.com/reaction/78962

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium HydroxideHCID 14798—
SolventWaterHCID 962—
Product4,4'-(9H-Fluorene-9,9-diyl)bis(2-methylphenol)HCID 1101434582.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

A reaction was carried out in the same manner as in Example 3. To an obtained reaction mixture liquid, 135 g of toluene, 23 g of water, and 17.9 g of 29% sodium hydroxide aqueous solution were added, and the reaction mixture liquid was neutralized by stirring at 80° C. Thereafter, an aqueous phase was separated and removed. An organic phase was further washed twice with 23 g of water. From the organic phase, toluene and 91.5 g of 2-methyl phenol were distilled away by concentration under reduced pressure. Thereafter, 161 g of toluene was added to a concentrated liquid, and the mixture liquid was cooled to 10° C. Then, precipitated crystals were subjected to filtration and drying to obtain 37.0 g of 9,9-bis(4-hydroxy-3-methylphenyl)fluorene (yield: 82.5%, LC purity: 98.7%). Obtained 9,9-bis(4-hydroxy-3-methylphenyl)fluorene was dissolved by heat at 230° C. for 2 hours. The 9,9-bis(4-hydroxy-3-methylphenyl)fluorene thus dissolved show a hue of 4 in Gardner. The total amount of toluene used in the production was 8 parts by weight relative to 1 part by weight of the 9,9-bis(4-hydroxy-3-methylphenyl)fluorene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841491B2
Source datasetuspto-grants-2014_09
ORD IDord-dcd4c6fe88cf4889b2e8c699ff0550cb
Source noteuspto-grants-2014_09