1-Chloro-4-nitrobenzene → 2-(5-chloro-2-nitrophenyl)acetonitrile

HRID 2187631ノート

反応式

HRID 2187631 の反応式
ClC1C=CC([N+]([O-])=O)=CC=1.ClC1C=CC(OCC#N)=CC=1.C(=O)([O-])[O-].[K+].[K+].C1OCCOCCOCCOCCOCCOC1.[Cl:46][C:47]1[CH:48]=[CH:49][C:50]([N+:56]([O-:58])=[O:57])=[C:51]([CH2:53][C:54]#[N:55])[CH:52]=1.[F:59][C:60]1[CH:61]=[C:62]([CH:65]=[CH:66][CH:67]=1)[CH2:63]Br>C(#N)C>[Cl:46][C:47]1[CH:48]=[CH:49][C:50]([N+:56]([O-:58])=[O:57])=[C:51]([CH2:53][C:54]#[N:55])[CH:52]=1.[Cl:46][C:47]1[CH:48]=[CH:49][C:50]([N+:56]([O-:58])=[O:57])=[C:51]([CH:53]([CH2:63][C:62]2[CH:65]=[CH:66][CH:67]=[C:60]([F:59])[CH:61]=2)[C:54]#[N:55])[CH:52]=1

参加物

9

反応物 6

HCID 74741-Chloro-4-nitrobenzeneHCID 11430Potassium CarbonateHCID 2855718-Crown-6HCID 680073-Fluorobenzyl bromideHCID 3064442-(4-Chlorophenoxy)acetonitrileHCID 27752682-(5-chloro-2-nitrophenyl)acetonitrile

生成物 2

HCID 27752682-(5-chloro-2-nitrophenyl)acetonitrileHCID 18476408HCID 18476408、化合物

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

(5-Chloro-2-nitrophenyl)acetonitrile was prepared from 4-chloronitrobenzene and 4-chlorophenoxyacetonitrile according to procedure known in the art (M. Makosza, J. Winiarski, J. Org. Chem. 1984, 49, 1494). To a suspension of 13.8 g (0.1 mol) anhydrous potassium carbonate in 100 ml acetonitrile were added 100 mg 18-crown-6, 3.93 g (20.0 mmol) of (5-chloro-2-nitrophenyl)acetonitrile, and 4.15 g (21.95 mmol) 3-fluorobenzyl bromide, successively. It was stirred at room temperature overnight, and the solids were removed by filtration. The filtrate was concentrated under reduced pressure, and the residue was stirred with a small amount of ethanol to give the pale yellow crystalline title compound, which was collected by filtration, washed with cold ethanol, and dried in vacuo.

後処理

  1. customthe solids were removed by filtration
  2. concentrationThe filtrate was concentrated under reduced pressure
  3. stirringthe residue was stirred with a small amount of ethanol

出典と根拠

ORDレコード
ord-a1ff3e23b31847e8991510042e9ceee9
出典データセット
uspto-grants-2002_06
特許番号
US06410562B1

反応ノート

読み込み中…