Sodium hydride → 1-Benzyl-3-(2-methoxycarbonylvinyl)pyrrole

HRID 11235

반응식

HRID 11235 반응식
[H-].[Na+].C(OP([CH2:11][C:12]([O:14][CH3:15])=[O:13])(=O)OCC)C.[CH2:16]([N:23]1[CH:27]=[CH:26][C:25]([CH:28]=O)=[CH:24]1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CN(C=O)C>[CH2:16]([N:23]1[CH:27]=[CH:26][C:25]([CH:28]=[CH:11][C:12]([O:14][CH3:15])=[O:13])=[CH:24]1)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 66113Methyl diethylphosphonoacetateHCID 156784801-Benzyl-1H-pyrrole-3-carbaldehyde

생성물 1

HCID 691390211-Benzyl-3-(2-methoxycarbonylvinyl)pyrrole수율 83%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매3회

실험 절차

To a suspension of sodium hydride (60% in mineral oil, 311 mg, 7.8 mmol) in DMF (15 ml) was added dropwise at an ice bath temperature a solution of diethyl(methoxycarbonylmethyl)phosphonate (1.64 g, 7.8 mmol) in DMF (3 ml). The mixture was stirred for 30 minutes at room temperature and cooled again. To the mixture was added dropwise a solution of 1-benzyl-3-formylpyrrole (1.2 g, 6.5 mmol) in DMF (2 ml). The reaction mixture was stirred for 12 hours at room temperature and poured into ice-water, and extracted with ethylacetate. The extract was washed with water and dried. The solvent was evaporated. The obtained white crystal was washed with i-Pr2O to give 1-benzyl-3-(2-methoxycarbonylvinyl)pyrrole (1.3 g). Yield: 83%.

후처리

  1. temperaturecooled again
  2. stirringThe reaction mixture was stirred for 12 hours at room temperature
  3. extractionextracted with ethylacetate
  4. washThe extract was washed with water
  5. customdried
  6. customThe solvent was evaporated
  7. washThe obtained white crystal was washed with i-Pr2O

출처 및 근거

ORD 기록
ord-f8ffdd4a3dcd491a8cc70900384a71ec
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07098201B2

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