Réaction #61377

Équation de réaction

2-(2-aminoethoxy)ethanol

9-anthracenemethanol

4-nitrophenyl chloroformate

triethylamine

→

[2-(2-Hydroxy-ethoxy)-ethyl]-carbamic acid anthracen-9-ylmethyl ester

Solvants

CH2Cl2

CH2Cl2

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGstirring
2. 2
   workup.WAITcontinued for another 24 hours
3. 3
   Lavagewas then washed with a 2% sodium hydroxide (w/w) solution until no p-nitrophenol
4. 4
   SéchageThe dichloromethane was dried with sodium sulfate
5. 5
   Filtrationfiltered
6. 6
   Autreevaporated under reduced pressure

Mode opératoire

To a stirring slurry of 9-anthracenemethanol (10 g, 48 mmol) and 4-nitrophenyl chloroformate (13.6 g, 67.5 mmol) in 200 ml CH2Cl2 was added triethylamine (6.7 ml, 0.19 mol). The resulting gold colored solution was allowed to stir 16 hrs at room temperature. At this point, 2-(2-aminoethoxy)ethanol (14.4 ml, 0.144 mol) was added and stirring continued for another 24 hours. The CH2Cl2 reaction mixture was then washed with a 2% sodium hydroxide (w/w) solution until no p-nitrophenol was observed in the organic layer. The dichloromethane was dried with sodium sulfate, filtered, and evaporated under reduced pressure.

Source