N-3-Bromopropylphthalimide → N-[3-(2-phenylimidazol-1-yl)propyl]phthalimide

HRID 1078408ノート

反応式

HRID 1078408 の反応式
[C:1]1([C:7]2[NH:8][CH:9]=[CH:10][N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].Br[CH2:15][CH2:16][CH2:17][N:18]1[C:22](=[O:23])[C:21]2=[CH:24][CH:25]=[CH:26][CH:27]=[C:20]2[C:19]1=[O:28]>CN(C=O)C>[C:1]1([C:7]2[N:11]([CH2:15][CH2:16][CH2:17][N:18]3[C:22](=[O:23])[C:21]4=[CH:24][CH:25]=[CH:26][CH:27]=[C:20]4[C:19]3=[O:28])[CH:10]=[CH:9][N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

5

反応物 3

HCID 21611N-3-BromopropylphthalimideHCID 24758Sodium hydrideHCID 695912-Phenylimidazole

生成物 1

HCID 19429428N-[3-(2-phenylimidazol-1-yl)propyl]phthalimide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒3 回

反応条件

温度
100 °C

実験手順

A solution of 2-phenylimidazole (14.4 g) in dry DMF (25 ml) was added dropwise to a stirred suspension of sodium hydride (4.0 g, 60% dispersion in oil) in dry DMF (125 ml) at ambient temperature under nitrogen for 2 hours. A slurry of N-(3-bromopropyl)phthalimide (25.5 g) in dry DMF (40 ml) was added and the mixture heated at 100° C. for 16 hours. The solvent was evaporated off and the residue was extracted with hot toluene. The combined toluene extracts were evaporated to dryness and the residue triturated with ether and dried to give N-[3-(2-phenylimidazol-1-yl)propyl]phthalimide, m.p. 109°-110.5° C.

後処理

  1. customThe solvent was evaporated off
  2. extractionthe residue was extracted with hot toluene
  3. customThe combined toluene extracts were evaporated to dryness
  4. customthe residue triturated with ether
  5. customdried

出典と根拠

ORDレコード
ord-c5807d56ecbd45a1af0a492341dacea5
出典データセット
uspto-grants-1996_08
特許番号
US05547972

反応ノート

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