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

HRID 1660346노트

반응식

HRID 1660346 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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].

후처리

  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

출처 및 근거

ORD 기록
ord-3d8ff71eec18409f94161d0178b09f19
출처 데이터셋
uspto-grants-1981_12
특허 번호
US04307235

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