Reaction #215092

Reaction equation

ethyleneoxide

6-methyl-1,2,3,4-tetrahydrocarbazol-1-one

dimethylformamide

potassium chloride

→

6-methyl-9-(2-hydroxyethyl)-1,2,3,4-tetrahydrocarbazol-1-one

Solvents

water

Conditions

Workup

1. 1
   workup.DISTILLATIONthe solvent is distilled off in a vacuum
2. 2
   workup.STIRRINGthe residue is stirred with a mixture of 800 ml
3. 3
   Filtrationis filtered with suction
4. 4
   Washwashed with 500 ml
5. 5
   Dryingwater and dried at 40° C. in vacuo

Procedure

199 g. (1mole) of 6-methyl-1,2,3,4-tetrahydrocarbazol-1-one dissolved in 2000 ml. of dimethylformamide are taken initially and 5.6 g. (0.1 mole) of potassium chloride dissolved in 200 ml. of water are added. Thereafter 66.1 g.=74.2 ml. (1.5 mole) of ethyleneoxide are added at room temperature and heated up to 50° C. within 30 minutes, a maximum pressure of 0.2 to 0.5 bar being generated. Stirring is done for 20 hours at 50° C., the solvent is distilled off in a vacuum and, the residue is stirred with a mixture of 800 ml. water and 10 ml. of glacial acetic acid; the product (which takes a crystalline form) is filtered with suction, washed with 500 ml. water and dried at 40° C. in vacuo.

Source