Reaktion #312232

Reaktionsgleichung

3-Ethoxypropyl bromide

3-iodo-5H-dibenzo[a,d]cyclohepten-5-one

→

5-(3-Ethoxypropyl)-3-iodo-5H-dibenzo[a,d]cyclohepten-5-ol

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONis added dropwise a solution of 10 g
2. 2
   workup.STIRRINGThe mixture is stirred for 5 minutes
3. 3
   Einengenconcentrated in vacuo
4. 4
   workup.ADDITIONThe residue is treated with saturated ammonium chloride solution
5. 5
   Extraktionextracted three times with ether
6. 6
   WaschenThe ether layer is washed once with water
7. 7
   Trocknendried over sodium sulfate
8. 8
   Sonstigeevaporated in vacuo to an orange solid, m.p. 95°-105° (12.0 g., 95%)

Vorschrift

3-Ethoxypropyl bromide (7.5 g., 0.045 mole) is converted to the Grignard reagent using standard procedures (see above). To this solution (ca 60 ml.), stirred in an ice bath, is added dropwise a solution of 10 g. (0.030 mole) of 3-iodo-5H-dibenzo[a,d]cyclohepten-5-one in 30 ml. of dry THF. The mixture is stirred for 5 minutes and concentrated in vacuo. The residue is treated with saturated ammonium chloride solution and extracted three times with ether. The ether layer is washed once with water, dried over sodium sulfate, and evaporated in vacuo to an orange solid, m.p. 95°-105° (12.0 g., 95%).

Quelle