تفاعل #1362792

ord-2f3fa2a9de9e4c4081e8da7291a541f3

معادلة التفاعل

COC(=O)c1ccc(I)cc1
methyl 4-iodobenzoate
CC1(C)CCC(C)(C)c2cc(O)ccc21
5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthol
[H-].[Na+]
sodium hydride
COC(=O)c1ccc(Oc2ccc3c(c2)C(C)(C)CCC3(C)C)cc1
methyl 4-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyloxy)benzoate

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONwere added in small amounts
  2. 2
    درجة الحرارةthe resulting mixture was heated
  3. 3
    درجة الحرارةat reflux for 16 hours
  4. 4
    أخرىThe reaction medium was evaporated to dryness
  5. 5
    أخرىethyl ether, the organic phase decanted off
  6. 6
    تجفيفdried over magnesium sulfate
  7. 7
    أخرىevaporated

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06162815uspto-grants-2000_12