تفاعل #7644

ord-a0112f11c23a4f8d9cf20e8c9624a0a5

معادلة التفاعل

CCC(N)C(=O)O
2-aminobutanoic acid
C[Si](C)(C)Cl
chlorotrimethylsilane
O=C(Cl)C1CCCC1
cyclopentanecarbonyl chloride
CCN(CC)CC
triethylamine
CCC(NC(=O)C1CCCC1)C(=O)O
2-[(Cyclopentylcarbonyl)amino]butanoic acid

ظروف التفاعل

درجة الحرارة
0°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGthe mixture is stirred for 1 hour at room temperature and 1 hour at 40° C
  2. 2
    درجة الحرارةAfter cooling down at −10° C.
  3. 3
    workup.STIRRINGThe reaction mixture is stirred for 2 hours at −10° C.
  4. 4
    أخرى1 hour
  5. 5
    أخرىat room temperature
  6. 6
    ترشيحfiltered
  7. 7
    غسيلthe solid product washed with water/dichloromethane 9/1, toluene and diethylether

الإجراء التجريبي

35 g (339 mmol) 2-aminobutanoic acid and 75.6 g (747 mmol) triethylamine are suspended in 300 ml of dichloromethane and stirred at 0° C. 81 g (747 mmol) chlorotrimethylsilane are added dropwise, then the mixture is stirred for 1 hour at room temperature and 1 hour at 40° C. After cooling down at −10° C., 45 g (339 mmol) cyclopentanecarbonyl chloride are added slowly. The reaction mixture is stirred for 2 hours at −10° C. and then 1 hour at room temperature. At 0° C., 50 ml of water are added. The mixture is diluted with water and dichloromethane, filtered and the solid product washed with water/dichloromethane 9/1, toluene and diethylether.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07087605B2uspto-grants-2006_08