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llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
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Water → HCID 178494819、化合物

HRID 1453544
ノート
印刷プレビュー

反応式

HRID 1453544 の反応式
[K].C[Si]([N-][Si](C)(C)C)(C)C.[Cl-].[CH3:12][O:13][CH2:14][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[Br:34][C:35]1[N:39](CC#CC)[C:38]([C:44]([O:46][CH3:47])=[O:45])=[C:37]([CH:48]=O)[N:36]=1.O>C1(C)C=CC=CC=1.O1CCCC1>[Br:34][C:35]1[NH:39][C:38]([C:44]([O:46][CH3:47])=[O:45])=[C:37](/[CH:48]=[CH:12]/[O:13][CH3:14])[N:36]=1
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

7

反応物 4

HCID 962WaterHCID 2723798Methoxymethyl-triphenylphosphonium chlorideHCID 21947682methyl 2-bromo-3-(2-butyn-1-yl)-5-formyl-3H-imidazole-4-carboxylateHCID 86585346Potassium bis-trimethylsilylamide

生成物 1

HCID 178494819HCID 178494819、化合物

試薬・触媒・溶媒 2

HCID 1140
Toluene
溶媒
HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
-70 °C

実験手順

Under an argon atmosphere 38 ml of a 0.5 M solution of potassium-bis(trimethylsilyl)amide in toluene are added dropwise to an ice-cooled solution of 6.64 g methoxymethyltriphenyl phosphonium chloride in 140 ml of tetrahydrofuran over 10 min. The reaction mixture is stirred for a further 15 min in the ice bath and then cooled to −70° C. Then a solution of 4.41 g methyl 2-bromo-3-(2-butyn-1-yl)-5-formyl-3H-imidazole-4-carboxylate in 40 ml of tetrahydrofuran is added dropwise over 30 min. After a further 45 min stirring at −70° C. the solution is heated to ambient temperature and stirred for another 1 h at this temperature. Then water is added to the reaction solution and this is extracted with ethyl acetate. The organic extracts are dried over sodium sulphate, the solvent is removed and the residue is chromatographed through silica gel (cyclohexane/ethyl acetate 9:1->7:3).

後処理

  1. temperatureis heated to ambient temperature
  2. stirringstirred for another 1 h at this temperature
  3. extractionthis is extracted with ethyl acetate
  4. dry with materialThe organic extracts are dried over sodium sulphate
  5. customthe solvent is removed
  6. customthe residue is chromatographed through silica gel (cyclohexane/ethyl acetate 9:1->7:3)

出典と根拠

ORDレコード
ord-af2ba0d1391f4d08be55d06190a9ce18
出典データセット
uspto-grants-2009_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07476671B2

反応ノート

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