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Water → HCID 13289799、化合物

HRID 1388710
ノート
印刷プレビュー

反応式

HRID 1388710 の反応式
[CH2:1]([N:8]1[CH2:12][CH2:11][N:10]=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[Br:15][CH2:16][CH2:17][CH2:18][CH2:19]Br.[OH2:21].CN(C)C=[O:25]>>[CH2:1]([N:8]1[C:12](=[O:21])[CH2:11][N:10]([CH2:19][CH2:18][CH2:17][CH2:16][Br:15])[C:9]1=[O:25])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 5

HCID 962WaterHCID 6228Dimethylformamide2 回HCID 80561,4-DibromobutaneHCID 24758Sodium hydrideHCID 108774221-benzyl-4,5-dihydro-1H-imidazole

生成物 1

HCID 13289799HCID 13289799、化合物

実験手順

Benzylimidazoline of the preceding Example (1.9 g, 10 mmoles) in 5 ml of dimethylformamide was added dropwise to a slurry of sodium hydride (528 mg of 50% dispersion in oil, 11 mmoles) and the mixture then stirred for 1 hour at room temperature. The resulting solution was added dropwise to 1,4-dibromobutane (2.37 g, 11 mmole) in 10 ml of dimethylformamide. After stirring 16 hours at room temperature, the reaction mixture was poured into ice and water and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, filtered and evaporated to an oil. The oil was chromatographed on silica gel with chloroform as eluant. Clean product fractions were combined and evaporated to yield the title product as an oil [1.4 g, pnmr(CDCl3)delta 1.6-2.0 (m, 4H), 3.2-3.6 (m, 4H), 3.8 (s, 2H), 4.6 (s, 2H), 7.2-7.5 (m, 5H)].

後処理

  1. stirringAfter stirring 16 hours at room temperature
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customevaporated to an oil
  7. customThe oil was chromatographed on silica gel with chloroform as eluant
  8. customevaporated

出典と根拠

ORDレコード
ord-0eb90729480a4caa8db69cb038b3076b
出典データセット
uspto-grants-1984_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04432978

反応ノート

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