Acetic Anhydride → HCID 19940135, 화합물

HRID 1654598노트

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HRID 1654598 반응식
[C:1](OC(=O)C)(=[O:3])[CH3:2].B(F)(F)F.CCOCC.[S:17]1[CH:21]=[CH:20][CH:19]=[C:18]1[C:22]1[NH:23][C:24]([C:27]2[S:28][CH:29]=[CH:30][CH:31]=2)=[CH:25][CH:26]=1>C(Cl)Cl.C(Cl)(Cl)Cl>[C:1]([C:25]1[CH:26]=[C:22]([C:18]2[S:17][CH:21]=[CH:20][CH:19]=2)[NH:23][C:24]=1[C:27]1[S:28][CH:29]=[CH:30][CH:31]=1)(=[O:3])[CH3:2]

참가 물질

6

반응물 3

HCID 7918Acetic AnhydrideHCID 8000Boron trifluoride etherateHCID 41751102,5-Di(thiophen-2-yl)-1H-pyrrole

생성물 1

HCID 19940135HCID 19940135, 화합물수율 68%

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

Acetic anhydride (75 μL, 1.75 mmol) was dissolved in 2 mL of anhydrous methylene chloride and stirred for 2 minutes at 0° C. under nitrogen. To this stirred mixture was added boron trifluoride etherate (185 μL, 1.5 mmol ), followed by the addition of 1.5 mmol 2,5-dithienylpyrrole in 1 mL of anhydrous methylene chloride. The resultant dark green solution was stirred at 0° C. for 15 minutes and room temperature for 1 hour. The solution was diluted with chloroform (50 mL) and washed four times with water (10 mL), twice with saturated sodium bicarbonate (10 mL), and finally twice with water (10 mL). The organic phase was evaporated and the residue was chromatographed on a silica gel column (50 g). Elution with 30% ethyl acetane in hexane gave 93 mg (68%) of 3-acetyl-2,5-dithienylpyrrole.

후처리

  1. stirringThe resultant dark green solution was stirred at 0° C. for 15 minutes and room temperature for 1 hour
  2. washwashed four times with water (10 mL)
  3. customThe organic phase was evaporated
  4. customthe residue was chromatographed on a silica gel column (50 g)
  5. washElution with 30% ethyl acetane in hexane

출처 및 근거

ORD 기록
ord-1455a678d0254c9bb9e53542d4b880df
출처 데이터셋
uspto-grants-1995_04
특허 번호
USRE034919

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