Reaktion #349202

Reaktionsgleichung

sodium carbonate

potassium

3-chloro-4-hydroxyphenyl-1,1-dimethylurea

1-chloroethyl 1,1-dimethyl-2-propynyl ether

→

3-{3-Chloro-4-[1-(1,1-dimethyl-2-propynyloxy)-ethoxy]phenyl}-1,1-dimethylurea

Lösungsmittel

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONDuring the addition
2. 2
   Sonstigeto 35° C.
3. 3
   workup.STIRRINGthe mixture stirred vigorously for 30 minutes
4. 4
   FiltrationThe resulting solid is filtered off
5. 5
   Waschenwater-washed
6. 6
   Sonstigedried
7. 7
   Sonstigeto give
8. 8
   Sonstige8.5 grams, melting point 99° C. to 101° C., crystallization from hexane-cyclohexane-benzene
9. 9
   Sonstigegave 4.69 grams (36%), melting point 101° C. to 103° C.

Vorschrift

To a well-stirred suspension of the potassium salt of 3-chloro-4-hydroxyphenyl-1,1-dimethylurea (0.04 mole) in dry acetone (150 ml.) is added dropwise 1-chloroethyl 1,1-dimethyl-2-propynyl ether (5.9 grams, 0.04 mole). During the addition, an exotherm to 35° C. is observed; the reaction is stirred at room temperature overnight, then poured into an aqueous 10% sodium carbonate solution containing 200 grams of ice, and the mixture stirred vigorously for 30 minutes. The resulting solid is filtered off, water-washed and dried to give 8.5 grams, melting point 99° C. to 101° C., crystallization from hexane-cyclohexane-benzene gave 4.69 grams (36%), melting point 101° C. to 103° C.

Quelle