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1-(Bromomethyl)-2,3-dichlorobenzene → 2-(2,3-Dichlorobenzyl)-3-oxobutanenitrile

HRID 510417
ノート
印刷プレビュー

反応式

HRID 510417 の反応式
[C:1]([CH:3]([Na])[C:4](=[O:6])[CH3:5])#[N:2].Br[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([Cl:16])[C:11]=1[Cl:17]>CN(C=O)C.[Cl-].[NH4+]>[Cl:17][C:11]1[C:12]([Cl:16])=[CH:13][CH:14]=[CH:15][C:10]=1[CH2:9][CH:3]([C:4](=[O:6])[CH3:5])[C:1]#[N: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

5

反応物 2

HCID 27346021-(Bromomethyl)-2,3-dichlorobenzeneHCID 178468205HCID 178468205、化合物

生成物 1

HCID 712707302-(2,3-Dichlorobenzyl)-3-oxobutanenitrile収率 106.3%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 25517Ammonium Chloride溶媒

反応条件

温度
0 °C

実験手順

To a solution of (1-cyano-2-oxopropyl)sodium (1.28 g, 12.16 mmol) in DMF (80 mL) was added 1-(bromomethyl)-2,3-dichlorobenzene (2.043 g, 8.51 mmol) dropwise over a period of 30 min at 0° C. The mixture was stirred at 0° C. for 1 h and at room temperature for 2 h. Then this solution was diluted with saturated aq. ammonium chloride solution. The resulting solution was extracted with ethyl acetate (80 mL×3). The combined organic layers were washed with water and brine, dried over sodium sulphate, concentrated under reduced pressure to give the crude product (2.19 g, 100%), which was used for the next step without further purification. LC/MS: MS (ES+) m/e 242 (MH+).

後処理

  1. extractionThe resulting solution was extracted with ethyl acetate (80 mL×3)
  2. washThe combined organic layers were washed with water and brine
  3. dry with materialdried over sodium sulphate
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-ac37c6ea0f094817a14a9b14e3919a7e
出典データセット
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09096605B2

反応ノート

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