Cyanogen Bromide → 1-(4-Chlorophenyl)-1'-cyanospiro[indoline-3,4'-piperidine]

HRID 1702012ノート

反応式

HRID 1702012 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:10]3([CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]3)[CH2:9]2)=[CH:4][CH:3]=1.[N:23]#CBr.C(=O)([O-])[O-].[K+].[K+]>ClCCl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:10]3([CH2:15][CH2:14][N:13]([C:16]#[N:23])[CH2:12][CH2:11]3)[CH2:9]2)=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 10476Cyanogen BromideHCID 11430Potassium CarbonateHCID 128015891-(4-Chlorophenyl)-1'-methylspiro[indoline-3,4'-piperidine]

生成物 1

HCID 128016111-(4-Chlorophenyl)-1'-cyanospiro[indoline-3,4'-piperidine]

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of 0.95 g of 1-(4-chlorophenyl)-1'-methylspiro[indoline-3,4'-piperidine] (Example 2), 0.42 g of cyanogen bromide and 1 g of potassium carbonate in 25 ml of dichloromethane is stirred at ambient temperature for two hours. The reaction mixture is filtered and the filtrate concentrated to dryness leaving an oily residue which is crystallized from an acetone-hexane mixture leaving colorless crystals, mp 178.5°-180° C. of 1-(4-chlorophenyl)-1'-cyanospiro[indoline-3,4'-piperidine].

後処理

  1. filtrationThe reaction mixture is filtered
  2. concentrationthe filtrate concentrated to dryness
  3. customleaving an oily residue which
  4. customis crystallized from an acetone-hexane mixture

出典と根拠

ORDレコード
ord-805c251af0a549008fc5e0924b014105
出典データセット
uspto-grants-1983_04
特許番号
US04379932

反応ノート

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