تفاعل #1726706

ord-cba25e849d204f5f8a3ba379e1775efe

معادلة التفاعل

CC(C)(C)OC(=O)Nc1sccc1-c1ccccc1
2-(N-Boc-amino)-3-phenyl-thiophene
O=C1CCC(=O)N1Cl
N-chlorosuccinimide
CC(C)(C)OC(=O)Nc1sc(Cl)cc1-c1ccccc1
2-(N-Boc-amino)-5-chloro-3-phenyl-thiophene
المردود 66.6%

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىat 0° C.
  2. 2
    غسيلwashed with water
  3. 3
    تركيزthe organic phase concentrated in vacuo

الإجراء التجريبي

To 2-(N-Boc-amino)-3-phenyl-thiophene (89 mg, 0.32 mmol) in dichloromethane (4 ml) at 0° C. was slowly added N-chlorosuccinimide (48 mg, 0.36 mmol), and the mixture allowed warm to ambient temperature for 16 hr. The mixture was diluted with dichloromethane, washed with water, and the organic phase concentrated in vacuo. Flash chromatography on silica gel (ethyl acetate/hexanes) yielded 2-(N-Boc-amino)-5-chloro-3-phenyl-thiophene (66 mg, 66%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08110568B2uspto-grants-2012_02