Réaction #1362792

Équation de réaction

methyl 4-iodobenzoate

5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthol

sodium hydride

→

methyl 4-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyloxy)benzoate

Solvants

pyridine

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONwere added in small amounts
2. 2
   Températurethe resulting mixture was heated
3. 3
   Températureat reflux for 16 hours
4. 4
   AutreThe reaction medium was evaporated to dryness
5. 5
   Autreethyl ether, the organic phase decanted off
6. 6
   Séchagedried over magnesium sulfate
7. 7
   Autreevaporated

Mode opératoire

5.3 g (15 mmol) of 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthol and 70 ml of pyridine were introduced into a three-necked flask under a nitrogen stream, and 430 mg (15 mmol) of sodium hydride (80% in oil) were added in small amounts. The mixture was stirred for 30 minutes, 3.9 g (15 mmol) of methyl 4-iodobenzoate and 4.6 g (22.5 mmol) of a copper bromide and dimethyl sulfide complex were added successively and the resulting mixture was heated at reflux for 16 hours. The reaction medium was evaporated to dryness, taken up in water and ethyl ether, the organic phase decanted off, dried over magnesium sulfate and evaporated.

Source