تفاعل #605896

ord-767db109e6f4462cbca2356375895b2b

معادلة التفاعل

O=C(OCc1ccccc1)N1CCNCC1
benzyl piperazine-1-carboxylate
COC(=O)CBr
methyl 2-bromoacetate
COC(=O)CN1CCN(C(=O)OCc2ccccc2)CC1
benzyl 4-(2-methoxy-2-oxoethyl)piperazine-1-carboxylate
المردود 92.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
65°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    تركيزthe reaction mixture was concentrated
  2. 2
    أخرىthe residue was partitioned between EtOAc and saturated aqueous NaHCO3
  3. 3
    تجفيفThe organic layer was dried over anhydrous magnesium sulfate
  4. 4
    ترشيحfiltered
  5. 5
    تركيزconcentrated

الإجراء التجريبي

To a solution of benzyl piperazine-1-carboxylate (0.5 g, 2.270 mmol) and TEA (0.949 mL, 6.81 mmol) in THF (10 mL) was added methyl 2-bromoacetate (0.230 mL, 2.497 mmol) dropwise. The reaction was stirred at 65° C. After 1 hour, the reaction mixture was concentrated, and the residue was partitioned between EtOAc and saturated aqueous NaHCO3. The organic layer was dried over anhydrous magnesium sulfate, filtered, and concentrated to generate benzyl 4-(2-methoxy-2-oxoethyl)piperazine-1-carboxylate as a clear oil (0.61 g, 92% yield).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09115127B2uspto-grants-2015_08