تفاعل #423790

ord-50cac4bc689b4df49d250c5e8d9219bc

معادلة التفاعل

N#Cc1c(F)cccc1Br
2-Fluoro-6-bromobenzonitrile
SC12CC3CC(CC(C3)C1)C2
adamantanethiol
[H-].[Na+]
NaH
N#Cc1c(Br)cccc1SC12CC3CC(CC(C3)C1)C2
crude product
N#Cc1c(Br)cccc1SC12CC3CC(CC(C3)C1)C2
2-bromo-6-(tricyclo[3.3.1.13,7]dec-1-ylthio)benzonitrile

الكواشف

لا شيء

ظروف التفاعل

درجة الحرارة
80°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe reaction mixture was cooled
  2. 2
    غسيلthe mixture was washed three times with 1M NaOH solution
  3. 3
    تجفيفonce with brine, then dried over sodium sulfate
  4. 4
    ترشيحfiltered
  5. 5
    تركيزconcentrated

الإجراء التجريبي

To a solution of adamantanethiol (1.01 g) in N,N-dimethylacetamide (20 mL) at room temperature was added NaH (0.24 g, 60% in mineral oil) and the reaction was stirred for 10 minutes. 2-Fluoro-6-bromobenzonitrile (1 g) was added and the mixture was heated to 80° C. for 1 hour. The reaction mixture was cooled and diluted with ether (400 mL), and the mixture was washed three times with 1M NaOH solution and once with brine, then dried over sodium sulfate, filtered and concentrated to yield the crude product which was taken on to the next step without purification.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08889675B2uspto-grants-2014_11