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Ammonia → C-(5-(2-Chloro-phenoxy)-thiophen-2-yl)-methylamine

HRID 2080146
ノート
印刷プレビュー

反応式

HRID 2080146 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl-].[Al+3].[Cl-].[Cl-].[Cl:11][C:12]1[CH:25]=[CH:24][CH:23]=[CH:22][C:13]=1[O:14][C:15]1[S:19][C:18]([C:20]#[N:21])=[CH:17][CH:16]=1.N.S([O-])([O-])(=O)=O.[Mg+2]>O1CCCC1>[Cl:11][C:12]1[CH:25]=[CH:24][CH:23]=[CH:22][C:13]=1[O:14][C:15]1[S:19][C:18]([CH2:20][NH2:21])=[CH:17][CH:16]=1
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 5

HCID 222AmmoniaHCID 24083Sulfuric acid magnesium salt (1:1)HCID 6451240Aluminum(III) ChlorideHCID 21226445Aluminium lithium hydrideHCID 231306225-(2-Chlorophenoxy)thiophene-2-carbonitrile

生成物 1

HCID 23130405C-(5-(2-Chloro-phenoxy)-thiophen-2-yl)-methylamine収率 100%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of lithium aluminum hydride (1.79 g, 47.1 mmol) in tetrahydrofuran was added aluminum chloride (7.54 g, 56.5 mmol) on an ice bath, which was then stirred for 10 minutes. To the suspension was 5-(2-chloro-phenoxy)-thiophene-2-carbonitrile described in Preparation Example 158 (2.22 g, 9.42 mmol) was added on an ice bath, and the solution was stirred for 1 hour. An aqueous ammonia was added to the reaction solution, then, anhydrous magnesium sulfate was added for drying, and the solution was filtered through Celite pad. The filtrate was concentrated in vacuo, the residue was purified by NH silica gel column chromatography (heptane/ethyl acetate=1/2), and the title compound (2.26 g, 9.42 mmol, 100%) was obtained as a light brown oil.

後処理

  1. additionwas added on an ice bath
  2. stirringthe solution was stirred for 1 hour
  3. customfor drying
  4. filtrationthe solution was filtered through Celite pad
  5. concentrationThe filtrate was concentrated in vacuo
  6. customthe residue was purified by NH silica gel column chromatography (heptane/ethyl acetate=1/2)

出典と根拠

ORDレコード
ord-1241c9b0889042f398c8e5162d4c5317
出典データセット
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07932272B2

反応ノート

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