تفاعل #64309

ord-bebdd46407ed4d14828dd44daa521bd6

معادلة التفاعل

COc1ccccc1C#N
1-cyano-2-methoxybenzene
CCC[CH2][Sn]([CH2]CCC)([CH2]CCC)[N]=[N+]=[N-]
tributyltin azide
COc1ccccc1-c1nn[nH]n1
5-(2-methoxyphenyl)-2H-tetrazole
المردود 98.1%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwas heated
  2. 2
    درجة الحرارةunder reflux for hours
  3. 3
    درجة الحرارةThe reaction mixture then was cooled
  4. 4
    أخرىAnhydrous hydrochloric acid was bubbled into the mixture
  5. 5
    أخرىa white precipitate formed
  6. 6
    ترشيحThe precipitate was collected by suction filtration
  7. 7
    غسيلwashed repeatedly with diethyl ether
  8. 8
    أخرىDrying

الإجراء التجريبي

A mixture of 1-cyano-2-methoxybenzene (1.02 g, 7.7 mmol) and tributyltin azide (3.4 g, 10.0 mmol) in 3.0 mL of xylene was heated under reflux for hours. The reaction mixture then was cooled and diluted with diethyl ether. Anhydrous hydrochloric acid was bubbled into the mixture and a white precipitate formed. The precipitate was collected by suction filtration and washed repeatedly with diethyl ether. Drying gave 5-(2-methoxyphenyl)-2H-tetrazole (1.33 g, 7.55 mmol).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05412102uspto-grants-1995_05