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Diisopropylethylamine → 4-[3-(1-t-Butoxycarbonylpiperidin-4-yl)propenoyl]nitrobenzene

HRID 976141
ノート
印刷プレビュー

反応式

HRID 976141 の反応式
[Cl-].[Li+].C(N(C(C)C)CC)(C)C.[CH:12]([CH:14]1[CH2:19][CH2:18][N:17]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:16][CH2:15]1)=O.[N+:27]([C:30]1[CH:46]=[CH:45][C:33]([C:34]([CH2:36]P(=O)(OCC)OCC)=[O:35])=[CH:32][CH:31]=1)([O-:29])=[O:28]>C(#N)C.O>[C:23]([O:22][C:20]([N:17]1[CH2:18][CH2:19][CH:14]([CH:12]=[CH:36][C:34]([C:33]2[CH:32]=[CH:31][C:30]([N+:27]([O-:29])=[O:28])=[CH:46][CH:45]=2)=[O:35])[CH2:15][CH2:16]1)=[O:21])([CH3:26])([CH3:25])[CH3:24]
参加物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 81531DiisopropylethylamineHCID 433294Lithium ChlorideHCID 1514430tert-Butyl 4-formylpiperidine-1-carboxylateHCID 11808775Diethyl [2-(4-nitrophenyl)-2-oxoethyl]phosphonate

生成物 1

HCID 569933314-[3-(1-t-Butoxycarbonylpiperidin-4-yl)propenoyl]nitrobenzene収率 73.6%

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 6342Acetonitrile溶媒

実験手順

0.28 g of lithium chloride, 0.85 g of diisopropylethylamine and 2.13 g of 4-formyl-l-t-butoxycarbonylpiperidine were added to 2.0 g of diethyl (4-nitrobenzoylmethyl)phosphonate dissolved in 20 ml of acetonitrile, and the mixture was stirred at room temperature for about 3 days. Then, water was added to the reaction mixture, and the mixture was extracted with toluene. The extract was dried over anhydrous sodium sulfate and condensed. The obtained residue was applied to silica gel column chromatography to obtain 1.76 g of the title compound as pale yellow crystal.

後処理

  1. extractionthe mixture was extracted with toluene
  2. dry with materialThe extract was dried over anhydrous sodium sulfate and condensed

出典と根拠

ORDレコード
ord-9f7d2904910a4743b4b55aecdf81432b
出典データセット
uspto-grants-1997_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05610303

反応ノート

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