反応 #1787992

反応方程式

tributyl phosphate

Toluene

crotonaldehyde

benzenesulfonyl cyanide

→

2-benzenesulfonylpyridine

収率 88.9%

溶媒

butanol

反応条件

後処理

1. 1
   温度Then the mixture was heated
2. 2
   温度under reflux for 4 hours
3. 3
   その他separating
4. 4
   その他removing water that
5. 5
   その他was produced
6. 6
   温度After this solution was cooled to room temperature
7. 7
   その他the low-boiling components, such as solvent, etc., were removed under reduced pressure
8. 8
   濃縮the resulting concentrate
9. 9
   温度was cooled in an ice bath
10. 10
    その他to precipitate crystals
11. 11
    ろ過The crystals were filtered with a glass
12. 12
    ろ過filter
13. 13
    洗浄washed with 10 ml of toluene that
14. 14
    温度had been cooled to 5° C.
15. 15
    その他Then the crystals were dried for 2 hours in vacuo

実験手順

First, 8.07 g (113 mmol) of crotonaldehyde and 9.69 g (58.0 mmol) of benzenesulfonyl cyanide were introduced to the same reaction vessel as in Example 1. Toluene (15 ml) as the solvent and butanol (1.5 ml) were added, and 1.45 g (5.80 mmol) of tributyl phosphate was added. Then the mixture was heated under reflux for 4 hours while agitating at an internal temperature of 116° C. in a nitrogen atmosphere, separating and removing water that was produced. After this solution was cooled to room temperature, the low-boiling components, such as solvent, etc., were removed under reduced pressure and the resulting concentrate was cooled in an ice bath to precipitate crystals. The crystals were filtered with a glass filter and washed with 10 ml of toluene that had been cooled to 5° C. or lower. Then the crystals were dried for 2 hours in vacuo to give 11.3 g of 2-benzenesulfonylpyridine as colorless crystals (purity of 99%, yield of 88% based on benzenesulfonyl cyanide).

出典