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1-Methyl-1H-pyrrole-2-carbaldehyde → HCID 20110104, 화합물

HRID 1181811
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HRID 1181811 반응식
[Cl-].[Al+3].[Cl-].[Cl-].[C:5](Cl)(=[O:8])[CH2:6][CH3:7].[CH3:10][N:11]1[CH:15]=[CH:14][CH:13]=[C:12]1[CH:16]=[O:17]>ClCCl>[CH3:10][N:11]1[CH:15]=[C:14]([C:5](=[O:8])[CH2:6][CH3:7])[CH:13]=[C:12]1[CH:16]=[O:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 145041-Methyl-1H-pyrrole-2-carbaldehydeHCID 62324Propionyl chlorideHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 20110104HCID 20110104, 화합물수율 95%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a suspension of aluminium chloride (22.9 g, 172 mmol) in anhydrous dichloromethane (100 ml) and propionylchloride (5.3 g, 57.3 mmol)was added a solution of 1-methyl pyrrole-2-carboxaldehyde (5 g, 46 mmol) in anhydrous dichloromethane (20 ml). The mixture was refluxed for 90 min, poured into ice and stirred until melted. The layers were separated and aqueous layer was extracted with dichloromethane (2×100 ml). The organic phase and extracts were combined, dried over sodium sulfate. The solvent was removed in vacuo to give the title compound (7.2 g, 95%), 1H NMR (d6-DMSO) d 9.6 (s, 1H), 7.9 (s, 1H), 7.4 (s, 1H), 3.9 (s, 3H), 2.8 (q, 2H), 1.06 (t, 3H).

후처리

  1. temperatureThe mixture was refluxed for 90 min
  2. additionpoured into ice
  3. customThe layers were separated
  4. extractionaqueous layer was extracted with dichloromethane (2×100 ml)
  5. dry with materialdried over sodium sulfate
  6. customThe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-72ca781fece34fd2b9fb9e6c28db9ba3
출처 데이터셋
uspto-grants-2007_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07285558B2

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