تفاعل #45030

ord-2c0cfb95e1d6413693d85586c897af9e

معادلة التفاعل

COC(=O)c1ccc(NCCN(C)C)cc1
Methyl 4-(2-[dimethylamino]ethylamino)benzoate
CC(C)(C)OC(=O)OC(=O)OC(C)(C)C
(2-Methylpropan-2-yl)oxycarbonyl tert-butyl carbonate
COC(=O)c1ccc(N(CCN(C)C)C(=O)OC(C)(C)C)cc1
methyl 4-[2-dimethylaminoethyl-[tert-butoxycarbonyl]amino]benzoate
المردود 74.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةthe solution was refluxed for 3 h
  2. 2
    أخرىThe solvent was then evaporated
  3. 3
    workup.DISSOLUTIONthe residue was dissolved in DCM
  4. 4
    غسيلwashed with sat. aq. ammonium chloride solution
  5. 5
    تجفيفdried over sodium sulphate
  6. 6
    ترشيحfiltered
  7. 7
    أخرىevaporated

الإجراء التجريبي

Methyl 4-(2-[dimethylamino]ethylamino)benzoate (1.00 g, 4.50 mmol) was dissolved in THF (30 ml). (2-Methylpropan-2-yl)oxycarbonyl tert-butyl carbonate (1.035 g, 4.72 mmol) was added and the solution was refluxed for 3 h. The solvent was then evaporated, the residue was dissolved in DCM, washed with sat. aq. ammonium chloride solution, dried over sodium sulphate, filtered and evaporated to give methyl 4-[2-dimethylaminoethyl-[tert-butoxycarbonyl]amino]benzoate (1.07 g, 74%) as a brown oil.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07737149B2uspto-grants-2010_06