反応 #2699

反応方程式

Tris-(8-chlorocarbonyl-2,2,6,6-tetramethyl-benzo[1,2-d:5,4-d']-bis(1,3)oxathiol-4-yl)methanol

bis(2-hydroxyethyl)amine

→

amide

収率 63.4%

Tris-(8-di-(2-hydroxyethyl)aminocarbonyl-2,2,6,6-tetramethylbenzo[1,2-d:5,4-d']-bis(1,3)oxathiol-4-yl)methanol

収率 63.4%

溶媒

benzene

water

反応条件

後処理

1. 1
   その他the mixture was transferred to a separatory funnel
2. 2
   その他The aqueous layer was removed
3. 3
   その他the remaining solid plus the benzene layer was evaporated
4. 4
   workup.DISSOLUTIONdissolved in methanol
5. 5
   洗浄After elution of unwanted materials with acetonitrile
6. 6
   洗浄the amide was eluted with methanol
7. 7
   その他After evaporation
8. 8
   workup.STIRRINGthe product was stirred with water (50 mL) at 40° C. for 2 h
9. 9
   その他isolated by filtration
10. 10
    その他After drying

実験手順

Tris-(8-chlorocarbonyl-2,2,6,6-tetramethyl-benzo[1,2-d:5,4-d']-bis(1,3)oxathiol-4-yl)methanol (0.80 g, 0.80 mmol) was dissolved in benzene (200 mL). A solution of of bis(2-hydroxyethyl)amine (8.0 g, 48 mmol) in water (200 mL) was added and after vigorous stirring overnight, the mixture was transferred to a separatory funnel. The aqueous layer was removed and the remaining solid plus the benzene layer was evaporated, dissolved in methanol and passed through a short column (neutral alumina). After elution of unwanted materials with acetonitrile, the amide was eluted with methanol. After evaporation, the product was stirred with water (50 mL) at 40° C. for 2 h and then isolated by filtration. After drying, 0.60 g (60%) of the pure amide was obtained.

出典