تفاعل #70121

ord-727afadfa9894c4e90b7e1d9297cf280

معادلة التفاعل

Oc1cccc2ccccc12
1-naphthol
COCCCl
2-methoxyethyl chloride
[Na+].[OH-]
sodium hydroxide
[I-].[Na+]
sodium iodide
COCCOc1cccc2ccccc12
1-(2-methoxyethoxy)naphthalene
المردود 58.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
80°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe solution was heated
  2. 2
    درجة الحرارةAfter cooling
  3. 3
    أخرىwas separated
  4. 4
    غسيلIt was washed 5 times with 100 g of 5 wt % sodium hydroxide aqueous solution
  5. 5
    تركيزThe organic layer was concentrated
  6. 6
    أخرىobtaining 45 g of oily matter
  7. 7
    workup.DISTILLATIONOn vacuum distillation (110° C./13 Pa), 41 g of the target compound
  8. 8
    أخرىwas recovered (yield 58%)

الإجراء التجريبي

In 100 g of ethanol were dissolved 50.0 g (0.347 mol) of 1-naphthol, 34.4 g (0.364 mol) of 2-methoxyethyl chloride, 14.6 g (0.365 mol) of sodium hydroxide, and 2.6 g (0.017 mol) of sodium iodide. The solution was heated and stirred at 80° C. for 8 hours. After cooling, the solution was combined with 100 g of water and 200 g of toluene, from which an organic layer was separated. It was washed 5 times with 100 g of 5 wt % sodium hydroxide aqueous solution and then 4 times with 100 g of water. The organic layer was concentrated, obtaining 45 g of oily matter. On vacuum distillation (110° C./13 Pa), 41 g of the target compound was recovered (yield 58%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08535869B2uspto-grants-2013_09