反応 #1830823

反応方程式

9-fluorenone-4-carbonyl chloride

tetrahydrofuran

4,4′-thiobisbenzenethiol

tetrahydrofuran

triethylamine

→

fluorenone

反応条件

後処理

1. 1
   その他equipped with a reflux condenser and a mechanical stirrer
2. 2
   温度The solution was refluxed for 6 hours
3. 3
   ろ過filtered hot
4. 4
   その他to remove triethylamine hydrochloride salt byproduct
5. 5
   その他The filtrate was evaporated to dryness
6. 6
   その他to obtain the crude product
7. 7
   その他The crude product was recrystallized from tetrahydrofuran/methanol with activated charcoal
8. 8
   その他The product was dried at 60° C. vacuum oven for 6 hours

実験手順

A 10.0 g of 9-fluorenone-4-carbonyl chloride (0.04 mole, obtained from Aldrich Chemicals Co, Milwaukee, Wis. 53201, USA) and 100 ml of tetrahydrofuran (obtained from Aldrich) were added to a 250 ml, 3-neck round bottom flask equipped with a reflux condenser and a mechanical stirrer. The solution was stirred for about ½ hour, then 5.16 g of 4,4′-thiobisbenzenethiol (0.02 mole, obtained from Aldrich) in 50 ml of tetrahydrofuran were added, followed by the addition of 4.17 g of triethylamine (0.04 mole, obtained from Aldrich). The solution was refluxed for 6 hours and filtered hot to remove triethylamine hydrochloride salt byproduct. The filtrate was evaporated to dryness to obtain the crude product. The crude product was recrystallized from tetrahydrofuran/methanol with activated charcoal. The product was dried at 60° C. vacuum oven for 6 hours to yield a first dimeric fluorenone derivative, which was a yellow solid (6.85 g, 50% yield).

出典