Diethyl Ether → 4-Benzoyl-1-(5,6-dimethoxy-2-methylindol-3-ylglyoxyloyl)piperidine

HRID 867026

반응식

HRID 867026 반응식
CCOCC.[CH3:6][O:7][C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][C:16]=1[O:17][CH3:18])[NH:13][C:12]([CH3:19])=[C:11]2[C:20](=[O:24])[C:21](Cl)=[O:22].[C:25]([CH:33]1[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]1)(=[O:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C(=O)([O-])[O-].[K+].[K+]>C(Cl)(Cl)Cl.O>[C:25]([CH:33]1[CH2:38][CH2:37][N:36]([C:21](=[O:22])[C:20]([C:11]2[C:10]3[C:14](=[CH:15][C:16]([O:17][CH3:18])=[C:8]([O:7][CH3:6])[CH:9]=3)[NH:13][C:12]=2[CH3:19])=[O:24])[CH2:35][CH2:34]1)(=[O:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

참가 물질

7

반응물 4

HCID 3283Diethyl EtherHCID 11430Potassium CarbonateHCID 226102Phenyl(piperidin-4-yl)methanoneHCID 131955395,6-Dimethoxy-2-methyl-3-indoleglyoxylyl chloride

생성물 1

HCID 131955404-Benzoyl-1-(5,6-dimethoxy-2-methylindol-3-ylglyoxyloyl)piperidine

시약·촉매·용매 2

HCID 962Water용매HCID 6212Chloroform용매

실험 절차

The above ether suspension of 5,6-dimethoxy-2-methyl-3-indoleglyoxylyl chloride is added portionwise to a cooled stirring mixture of 4-benzoylpiperidine [Example 9(a)], 150 ml of water, 150 ml of chloroform and 25 g of potassium carbonate. The mixture is stirred for 16 hours at ambient temperature, the organic layer is separated and the solvent is removed, leaving a brown oil which is triturated with cyclohexane and then stirred for 16 hours with ether. A white solid results which is collected, dried and recrystallized thrice from methanol to give the compound, mp 188°-190° C., 4-benzoyl-1-(5,6-dimethoxy-2-methylindol-3-ylglyoxyloyl)piperidine.

후처리

  1. additionis added portionwise to a cooled
  2. stirringThe mixture is stirred for 16 hours at ambient temperature
  3. customthe organic layer is separated
  4. customthe solvent is removed
  5. customleaving a brown oil which
  6. customis triturated with cyclohexane
  7. stirringstirred for 16 hours with ether
  8. customA white solid results which
  9. customis collected
  10. customdried
  11. customrecrystallized thrice from methanol

출처 및 근거

ORD 기록
ord-b08f444901ae49b4bd339ed9754cb66e
출처 데이터셋
uspto-grants-1978_07
특허 번호
US04101663

연결된 노트

불러오는 중…