Ethyl Acetate → 1-[(5-Bromo-2-thienyl)sulfonyl]pyrrolidine

HRID 387382노트

반응식

HRID 387382 반응식
[Br:1][C:2]1[S:6][C:5]([S:7](Cl)(=[O:9])=[O:8])=[CH:4][CH:3]=1.[NH:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1.C(=O)([O-])[O-].[K+].[K+].C(OCC)(=O)C>ClCCl.[Cl-].[Na+].O>[Br:1][C:2]1[S:6][C:5]([S:7]([N:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)(=[O:9])=[O:8])=[CH:4][CH:3]=1

참가 물질

7

반응물 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 31268PyrrolidineHCID 27339245-Bromothiophene-2-sulfonyl chloride

생성물 1

HCID 8939391-[(5-Bromo-2-thienyl)sulfonyl]pyrrolidine

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 57417360Sodium chloride; water용매

반응 조건

온도
23 °C

실험 절차

5-Bromo-2-thiophenesulfonyl chloride (523 mg, 2 mmol) was dissolved in dichloromethane (20 mL). Pyrrolidine (213 mg, 3 mmol) and potassium carbonate (829 mg, 6 mmol,) are added, and the mixture was stirred at 23° C. for 1 h. After tlc (30% ethyl acetate in hexanes) indicated that the reaction had gone to completion, brine was added and the mixture was extracted with dichloromethane. The combined organic layers were dried (Na2SO4), filtered, and concentrated. The crude product was purified by isco combiflash, eluting with 0-50% ethyl acetate in hexanes (40 g column), giving the title compound.

후처리

  1. additionwas added
  2. extractionthe mixture was extracted with dichloromethane
  3. dry with materialThe combined organic layers were dried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe crude product was purified by isco combiflash
  7. washeluting with 0-50% ethyl acetate in hexanes (40 g column)

출처 및 근거

ORD 기록
ord-dbf764413dff48a98a421d388020c9f2
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08372875B2

반응 노트

불러오는 중…