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Sodium Iodide → 2-(tert-Butyldimethylsilyloxymethyl)-5-(N-triphenylmethyltetrazol-5-yl)methyl-10,11-dihydro-5H-dibenz[b,f]azepine

HRID 975171
ノート
印刷プレビュー

反応式

HRID 975171 の反応式
[Si:1]([O:8][CH2:9][C:10]1[CH:24]=[CH:23][C:13]2[NH:14][C:15]3[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=3[CH2:17][CH2:18][C:12]=2[CH:11]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].Cl[CH2:26][C:27]1[N:31]([C:32]([C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[N:30]=[N:29][N:28]=1.[I-].[Na+].[H-].[Na+]>CN(C=O)C>[Si:1]([O:8][CH2:9][C:10]1[CH:24]=[CH:23][C:13]2[N:14]([CH2:26][C:27]3[N:31]([C:32]([C:33]4[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=4)([C:39]4[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=4)[C:45]4[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=4)[N:30]=[N:29][N:28]=3)[C:15]3[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=3[CH2:17][CH2:18][C:12]=2[CH:11]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 5238Sodium IodideHCID 24758Sodium hydrideHCID 234980175-(Chloromethyl)-1-(triphenylmethyl)-1H-tetrazoleHCID 53676808HCID 53676808、化合物

生成物 1

HCID 199708572-(tert-Butyldimethylsilyloxymethyl)-5-(N-triphenylmethyltetrazol-5-yl)methyl-10,11-dihydro-5H-dibenz[b,f]azepine

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

反応条件

温度
80 °C

実験手順

A mixture of 1.3 g of Compound 31-2b, 2.0 g of 5-chloromethyl-N-triphenylmethyltetrazole, 0.6 g of sodium iodide, 0.2 g of sodium hydride (60% oily) and 50 ml of DMF was stirred at 80° C. for 15 hours. The solvent was distilled off under reduced pressure, and the residue was diluted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium bicarbonate and a saturated aqueous solution of sodium chloride, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography [eluent: hexane/ethyl acetate (10/1)] to give 1.05 g of an oily substance containing the desired compound.

後処理

  1. distillationThe solvent was distilled off under reduced pressure
  2. additionthe residue was diluted with ethyl acetate
  3. washThe organic layer was washed with a saturated aqueous solution of sodium bicarbonate
  4. dry with materiala saturated aqueous solution of sodium chloride, and then dried over anhydrous magnesium sulfate
  5. distillationThe solvent was distilled off under reduced pressure
  6. customthe residue was purified by silica gel column chromatography [eluent: hexane/ethyl acetate (10/1)]
  7. customto give 1.05 g of an oily substance

出典と根拠

ORDレコード
ord-e14cc4307d9f4867abb631cf32ee3994
出典データセット
uspto-grants-1997_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05607955

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート