Benzyl Bromide → 1-benzyl-1H-pyrrole-2-carbaldehyde

HRID 11233

반응식

HRID 11233 반응식
[H-].[Na+].[CH:3]([C:5]1[NH:6][CH:7]=[CH:8][CH:9]=1)=[O:4].[CH2:10](Br)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>CN(C=O)C>[CH2:10]([N:6]1[CH:7]=[CH:8][CH:9]=[C:5]1[CH:3]=[O:4])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 13854Pyrrole-2-carboxaldehydeHCID 24758Sodium hydride

생성물 1

HCID 111269641-benzyl-1H-pyrrole-2-carbaldehyde수율 97.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매3회

실험 절차

To a suspension of sodium hydride (60% in mineral oil, 4.8 g, 120 mmol) in DMF (100 ml) was added dropwise at an ice bath temperature a solution of 2-formylpyrrole (9.5 g, 100 mmol) in DMF (10 ml). The mixture was stirred for 15 minutes at room temperature and cooled again. To the mixture was added dropwise a solution of benzylbromide (20.5 g, 120 mmol) in DMF (10 ml). The reaction mixture was stirred for 60 minutes at room temperature and poured to ice-water, and extracted with ethylacetate. The extract was washed with water and dried. The solvent was evaporated to give 1-benzyl-2-formylpyrrole (18.0 g) as an oil quantitatively.

후처리

  1. temperaturecooled again
  2. stirringThe reaction mixture was stirred for 60 minutes at room temperature
  3. extractionextracted with ethylacetate
  4. washThe extract was washed with water
  5. customdried
  6. customThe solvent was evaporated

출처 및 근거

ORD 기록
ord-adb81272ca584cc785975b5ebb402ce7
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07098201B2

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