반응 #166143

반응 방정식

2-methyl phenol

fluorenone

sodium hydroxide

fluorenone

→

9,9-bis(4-hydroxy-3-methylphenyl)fluorene

반응 조건

후처리

1. 1
   기타equipped with a stirrer, a condenser
2. 2
   기타The ion exchange resin was removed by filtration
3. 3
   기타to obtain a reaction mixture liquid
4. 4
   기타To the reaction mixture liquid thus obtained
5. 5
   workup.DISTILLATION95.0 g of 2-methyl phenol was distilled away from an organic phase by concentration under reduced pressure
6. 6
   농축To an obtained concentrated liquid, 161 g of toluene and 23 g of water
7. 7
   workup.ADDITIONwere added
8. 8
   기타Thereafter, an aqueous phase was separated
9. 9
   기타removed
10. 10
    기타a target substance partitioned in the organic phase
11. 11
    기타was recovered
12. 12
    세척The organic phase was further washed twice with 23 g of water
13. 13
    온도cooled to 10° C
14. 14
    기타Then, precipitated crystals
15. 15
    여과were subjected to filtration
16. 16
    기타drying

실험 절차

A reaction was carried out by (a) feeding 23.0 g of fluorenone, 0.4 g of dodecyl mercaptan, 276.0 g of 2-methyl phenol, and 17.5 g of Nafion (registered trademark) NR50 (perfluorosulfonic acid cation-exchange resin manufactured by DuPont) into a 500 ml glass reactor vessel equipped with a stirrer, a condenser and a thermometer, and (b) stirring a mixture at 95° C. for 8 hours. The amount of remaining fluorenone was determined by HPLC, and found to be 0.1% or less. The ion exchange resin was removed by filtration to obtain a reaction mixture liquid. To the reaction mixture liquid thus obtained, 0.5 g of 29% sodium hydroxide aqueous solution was added, and thereafter 95.0 g of 2-methyl phenol was distilled away from an organic phase by concentration under reduced pressure. To an obtained concentrated liquid, 161 g of toluene and 23 g of water were added, and the mixture liquid was stirred at 80° C. Thereafter, an aqueous phase was separated and removed, and a target substance partitioned in the organic phase was recovered. The organic phase was further washed twice with 23 g of water, and cooled to 10° C. Then, precipitated crystals were subjected to filtration and drying to obtain 38.5 g of 9,9-bis(4-hydroxy-3-methylphenyl)fluorene (yield: 85.7%, LC purity: 99.5%). 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 2 in Gardner. The total amount of toluene used in the production was 4.2 parts by weight relative to 1 part by weight of the 9,9-bis(4-hydroxy-3-methylphenyl)fluorene.

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