تفاعل #642611

ord-eb9dfcffa5234e0e81072bfdd967b62b

معادلة التفاعل

O=[N+]([O-])c1ccsc1Cl
2-chloro-3-nitrothiophene
CC(C)(C)c1ccccc1O
2-tert-butylphenol
O=C([O-])[O-].[K+].[K+]
K2CO3
CC(C)(C)c1ccccc1Oc1sccc1[N+](=O)[O-]
crude desired product
CC(C)(C)c1ccccc1Oc1sccc1[N+](=O)[O-]
2-(2-tert-Butylphenoxy)-3-nitrothiophene

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
105°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe reaction was flushed with nitrogen
  2. 2
    أخرىsealed
  3. 3
    درجة الحرارةThe reaction was cooled to rt
  4. 4
    workup.ADDITIONdiluted with EtOAc (˜150 mL)
  5. 5
    غسيلwashed twice with saturated aqueous NaCl (2ט150 mL)
  6. 6
    استخلاصThe aqueous washes were then back extracted with EtOAc
  7. 7
    تجفيفThe combined organics were dried over MgSO4
  8. 8
    ترشيحfiltered
  9. 9
    تركيزconcentrated

الإجراء التجريبي

To a solution of 2-chloro-3-nitrothiophene (1.13 g, 6.93 mmol) in NMP (10 mL) in a pressure vessel was added 2-tert-butylphenol (1.04 g, 6.93 mmol) and K2CO3 (1.0 g, 10.1 mmol). The reaction was flushed with nitrogen, sealed and then heated to 105° C. for 48 h. The reaction was cooled to rt, diluted with EtOAc (˜150 mL) and washed twice with saturated aqueous NaCl (2ט150 mL). The aqueous washes were then back extracted with EtOAc. The combined organics were dried over MgSO4, filtered and concentrated to yield the crude desired product.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08053450B2uspto-grants-2011_11