تفاعل #944

ord-57d496f8cfa74e14b0b60ed9b08a5969

معادلة التفاعل

CCC(N)C(=O)O
2-aminobutyric acid
O=S(Cl)Cl
thionyl chloride
CCOCC
diethyl ether
CCOC(=O)C(N)CC.Cl
desired product
CCOC(=O)C(N)CC.Cl
Ethyl 2-aminobutyrate hydrochloride

الكواشف

لا شيء

المذيبات

ظروف التفاعل

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

المعالجة

  1. 1
    درجة الحرارةgradually warmed to room temperature
  2. 2
    درجة الحرارةThe resulting white slurry was heated
  3. 3
    درجة الحرارةunder reflux for 3 hours
  4. 4
    workup.WAITleft
  5. 5
    درجة الحرارةto cool for 10 minutes
  6. 6
    workup.ADDITIONpoured
  7. 7
    workup.STIRRINGwith hand stirring
  8. 8
    ترشيحThe suspension was filtered
  9. 9
    أخرىthe solid product dried

الإجراء التجريبي

A slurry of 2-aminobutyric acid (100 g, Aldrich) in absolute ethanol (300 ml) was stirred under nitrogen at 0° C. and thionyl chloride (120.8 g) was added dropwise. The reaction was stirred overnight at 0° C. and then gradually warmed to room temperature. The resulting white slurry was heated under reflux for 3 hours, left to cool for 10 minutes, then poured into chilled diethyl ether (600 ml), with hand stirring. The suspension was filtered and the solid product dried to give the desired product (150 g) as a white solid. 1H NMR consistent with proposed structure.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05723458uspto-grants-1998_03