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1-Bromo-2-Chloroethane → 1-(4-Ethynylphenyl)cyclopropane-1-carbonitrile

HRID 969218
ノート
印刷プレビュー

反応式

HRID 969218 の反応式
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]#[N:11])=[CH:5][CH:4]=1)#[CH:2].Br[CH2:13][CH2:14]Cl.[OH-].[Na+].O>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2([C:10]#[N:11])[CH2:14][CH2:13]2)=[CH:5][CH:4]=1)#[CH: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 3

HCID 78491-Bromo-2-ChloroethaneHCID 16069314(4-Ethynylphenyl)acetonitrileHCID 23719242Sodium hydroxide--water (1/1/1)

生成物 1

HCID 866022871-(4-Ethynylphenyl)cyclopropane-1-carbonitrile収率 92.7%

試薬・触媒・溶媒 1

HCID 66133Benzyl triethylammonium chloride触媒

反応条件

温度
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
50 °C

実験手順

A mixture of (4-ethynylphenyl)acetonitrile (1.0 g, 0.0071 mol), 1-bromo-2-chloro-ethane (1200 μL, 0.014 mol), benzyltriethylammonium chloride (0.1 g, 0.0004 mol) and 1 ml of 50% NaOH water (w/v) was heated at 50° C. for 4 hours. The product was extracted with EtOAc and the combined organic phases were washed with water and brine successively, dried over Na2SO4, filtered, and concentrated in-vauo to afford 1.1 g of the desired product, which was used in the following step without further purification.

後処理

  1. extractionThe product was extracted with EtOAc
  2. washthe combined organic phases were washed with water and brine successively
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in-vauo

出典と根拠

ORDレコード
ord-1c3259ab2a924a2e9634bd1adc7ab3e4
出典データセット
uspto-grants-2007_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07304081B2

反応ノート

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