반응 #166142

반응 방정식

hydrochloric acid

2-methyl phenol

fluorenone

fluorenone

sodium hydroxide

→

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

수율 156.9%

반응 조건

후처리

1. 1
   기타equipped with a stirrer, a condenser
2. 2
   workup.ADDITIONwas added
3. 3
   workup.DISTILLATION94.0 g of 2-methyl phenol was distilled away from an organic phase by concentration under reduced pressure
4. 4
   농축To an obtained concentrated liquid, 161 g of toluene and 23 g of water
5. 5
   workup.ADDITIONwere added
6. 6
   workup.STIRRINGthe mixture liquid was stirred at 80° C
7. 7
   기타Thereafter, an aqueous phase was separated
8. 8
   기타removed
9. 9
   기타a target substance partitioned in the organic phase
10. 10
    기타was recovered
11. 11
    세척The organic phase was further washed twice with 23 g of water
12. 12
    온도cooled to 10° C
13. 13
    기타Then, precipitated crystals
14. 14
    여과were subjected to filtration
15. 15
    기타drying

실험 절차

A reaction was carried out by (a) feeding 23 g of fluorenone, 1.3 g of dodecyl mercaptan, and 161.0 g of 2-methyl phenol into a 500 ml glass reactor vessel equipped with a stirrer, a condenser and a thermometer, (b) dropping 13.0 g of 35% hydrochloric acid to a mixture, and (c) stirring the mixture at 50° C. for 2 hours. The amount of remaining fluorenone was determined by HPLC, and found to be 0.1% or less. To an obtained reaction mixture liquid, 18.5 g of 29% sodium hydroxide aqueous solution was added, and thereafter 94.0 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 37.9 g of 9,9-bis(4-hydroxy-3-methylphenyl)fluorene (yield: 84.3%, LC purity: 99.3%). 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 had a hue of 1 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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