4,5-Diphenyl-1-tritylimidazole → HCID 68815696、化合物

HRID 2104960ノート

反応式

HRID 2104960 の反応式
[C:1]1([C:7]2[N:8]=[CH:9][N:10]([C:18]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Li]CCCC.[CH2:42]([O:44][C:45]1[CH:46]=[C:47]([O:62][CH:63]([CH3:65])[CH3:64])[C:48]([F:61])=[C:49]([CH:60]=1)/[CH:50]=[N:51]/[C:52]1[CH:59]=[CH:58][C:55]([C:56]#[N:57])=[CH:54][CH:53]=1)[CH3:43]>C1COCC1>[C:1]1([C:7]2[N:8]=[C:9]([N:51]([CH2:50][C:49]3[CH:60]=[C:45]([O:44][CH2:42][CH3:43])[CH:46]=[C:47]([O:62][CH:63]([CH3:65])[CH3:64])[C:48]=3[F:61])[C:52]3[CH:59]=[CH:58][C:55]([C:56]#[N:57])=[CH:54][CH:53]=3)[N:10]([C:18]([C:31]3[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=3)([C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)[C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

5

反応物 3

HCID 41804394,5-Diphenyl-1-tritylimidazoleHCID 178418339ButyllithiumHCID 178466720HCID 178466720、化合物

生成物 1

HCID 68815696HCID 68815696、化合物収率 56.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

To a solution of Intermediate 19.1 (100 mg, 0.216 mmol) in 3 mL THF at 0° C., was added BuLi (1.4 M in THF, 170 μL, 0.238 mmol). The mixture was stirred at 0° C. for 20 min, then a solution of Intermediate 7.3 (70.5 mg, 0.216 mmol) in 0.5 mL THF was added dropwise. The mixture was stirred at rt for 30 min, then was quenched with sat. NH4Cl. The mixture was diluted with EtOAc, washed with H2O and brine, dried (Na2SO4) and concentrated. The crude product was purified by flash chromatography (0 to 30% EtOAc/hexanes gradient) to afford 96 mg of Intermediate 19.2 as a white solid.

後処理

  1. stirringThe mixture was stirred at rt for 30 min
  2. customwas quenched with sat. NH4Cl
  3. additionThe mixture was diluted with EtOAc
  4. washwashed with H2O and brine
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated
  7. customThe crude product was purified by flash chromatography (0 to 30% EtOAc/hexanes gradient)

出典と根拠

ORDレコード
ord-55cf5ad1fde8488695dab65471f7ce26
出典データセット
uspto-grants-2009_08
特許番号
US07576098B2

反応ノート

読み込み中…