تفاعل #1483126

ord-7c25bd8d1ac84b2f9b71eb142266dcbf

معادلة التفاعل

O=c1c(O)c(O)c1=O
squaric acid
CCCCOc1cccc(N(C)CCO)c1
2-(methyl(3-butoxyphenyl)amino)ethan-1-ol
CCCCO
n-BuOH
CCCCOc1cc(N(C)CCO)ccc1C1=C(O)C(c2ccc(N(C)CCO)cc2OCCCC)=C1O
desired compound
CCCCOc1cc(N(C)CCO)ccc1C1=C(O)C(c2ccc(N(C)CCO)cc2OCCCC)=C1O
2,4-bis(2-n-butoxy-4-((2-hydroxyethyl)(methyl)amino)phenyl)cyclobuta-1,3-dien-1,3-diol

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
120°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe mixture was heated
  2. 2
    أخرىto remove water
  3. 3
    أخرىgenerated from the reactant during the reaction
  4. 4
    أخرىkept being reacted
  5. 5
    درجة الحرارةthe reactant was cooled down
  6. 6
    أخرىproducing crystals
  7. 7
    ترشيحThe crystals was filtered
  8. 8
    غسيلseveral times washed with hexanes
  9. 9
    أخرىonce more recrystallized

الإجراء التجريبي

342 mg of squaric acid and 2.14 g of 2-(methyl(3-butoxyphenyl)amino)ethan-1-ol was put in a 100 mL 3-necked round bottom flask, and 40 mL of n-BuOH and 20 mL of toluene were added thereto. The mixture was heated and refluxed at 120° C. for 7 hour. Then, a Dean-Stark trap set was used to remove water generated from the reactant during the reaction and kept being reacted. When the reaction was complete, the reactant was cooled down, producing crystals. The crystals was filtered, several times washed with hexanes, and once more recrystallized, obtaining a desired compound.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08900780B2uspto-grants-2014_12