تفاعل #685002

ord-d8bbc063d5a14a22b31ca1bada1a2617

معادلة التفاعل

OC1CCNC1
3-pyrrolidinol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
ClCCCOCCc1ccc2sccc2c1
5-(2-(3-chloropropoxy)ethyl)-1-benzothiophene
O
water
OC1CCN(CCCOCCc2ccc3sccc3c2)C1
achromatic oil
المردود 54.2%
OC1CCN(CCCOCCc2ccc3sccc3c2)C1
1-(3-(2-(1-benzothiophene-5-yl)ethoxy)propyl)-3-pyrrolidinol
المردود 54.2%

ظروف التفاعل

درجة الحرارة
85°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةAfter the reaction mixture was cooled
  2. 2
    أخرىan organic layer was separated
  3. 3
    غسيلThe organic layer was successively washed with water
  4. 4
    تجفيفa saturated saline solution, and then dried over anhydrous magnesium sulfate
  5. 5
    workup.DISTILLATIONThereafter, the solvent was distilled away under a reduced pressure
  6. 6
    أخرىThe residue was purified by column chromatography (eluent; chloroform:methanol=20:1 to 10:1)

الإجراء التجريبي

1.20 g of 5-(2-(3-chloropropoxy)ethyl)-1-benzothiophene was dissolved in 12 ml of N,N-dimethylformamide. Thereafter, 0.82 g of 3-pyrrolidinol and 1.30 g of potassium carbonate were added to the obtained solution, and the mixture was then stirred at 85° C. for 2.5 hours. After the reaction mixture was cooled, water and ethyl acetate were added thereto, and an organic layer was separated. The organic layer was successively washed with water and a saturated saline solution, and then dried over anhydrous magnesium sulfate. Thereafter, the solvent was distilled away under a reduced pressure. The residue was purified by column chromatography (eluent; chloroform:methanol=20:1 to 10:1), so as to obtain 0.78 g of an achromatic oil product, 1-(3-(2-(1-benzothiophene-5-yl)ethoxy)propyl)-3-pyrrolidinol.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07897594B2uspto-grants-2011_03