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

HRID 11233

反応式

HRID 11233 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 111269641-benzyl-1H-pyrrole-2-carbaldehyde収率 97.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒3 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-adb81272ca584cc785975b5ebb402ce7
出典データセット
uspto-grants-2006_08
特許番号
US07098201B2

関連ノート

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