تفاعل #675856

ord-dcebbb6d583647d1a08d12839ff7babc

معادلة التفاعل

CCOCC
diethyl ether
[H-].[Na+]
Sodium hydride
SC12CC3CC(CC(C3)C1)C2
1-Adamantanethiol
N#Cc1c(F)cccc1Br
2-Bromo-6-fluorobenzonitrile
N#Cc1c(Br)cccc1SC12CC3CC(CC(C3)C1)C2
title compound
N#Cc1c(Br)cccc1SC12CC3CC(CC(C3)C1)C2
2-(tricyclo[3.3.1.13,7]dec-1-ylsulfanyl)-6-bromo-benzonitrile

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةthe solution was heated to 130° C. for 1 hour
  2. 2
    درجة الحرارةThe solution was cooled
  3. 3
    غسيلwashed with 1 M aqueous HCl three times
  4. 4
    غسيلwashed with brine
  5. 5
    تجفيفdried over anhydrous sodium sulfate
  6. 6
    ترشيحAfter filtration
  7. 7
    أخرىthe solvent was removed under vacuum

الإجراء التجريبي

1-Adamantanethiol (278 mg) was dissolved in dimethyl sulfoxide (10 mL). Sodium hydride (60% in mineral oil, 42 mg) was added, and the solution was stirred at room temperature for 20 minutes. 2-Bromo-6-fluorobenzonitrile (300 mg) was added and the solution was heated to 130° C. for 1 hour. The solution was cooled, added to diethyl ether, washed with 1 M aqueous HCl three times, washed with brine, and dried over anhydrous sodium sulfate. After filtration, the solvent was removed under vacuum to yield the title compound.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09227963B2uspto-grants-2016_01