Toluene → 4-(2-Naphthoyl-1-piperidyl)-1-phenyl-1-butanone hydrochloride

HRID 1389872ノート

反応式

HRID 1389872 の反応式
Cl.[NH:2]1[CH2:7][CH2:6][CH:5]([C:8]([C:10]2[CH:19]=[CH:18][C:17]3[C:12](=CC=CC=3)[CH:11]=2)=[O:9])[CH2:4][CH2:3]1.[Cl:20][CH2:21][CH2:22][C:23](=O)[CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.[I-].[K+].[C:34](=[O:37])(O)[O-].[K+].[C:39]1(C)[CH:44]=CC=C[CH:40]=1>>[ClH:20].[CH:24]1[C:25]2[C:30](=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:21]=[CH:22][C:23]=1[C:34]([CH:40]1[CH2:39][CH2:44][CH2:6][CH2:7][N:2]1[CH2:3][CH2:4][CH2:5][C:8]([C:10]1[CH:11]=[CH:12][CH:17]=[CH:18][CH:19]=1)=[O:9])=[O:37]

参加物

6

反応物 5

HCID 1140TolueneHCID 4875Potassium IodideHCID 516893Potassium BicarbonateHCID 134448694-Chloro-1-phenylbutanoneHCID 202955472-Naphthyl 4-piperidyl ketone hydrochloride

生成物 1

HCID 202956384-(2-Naphthoyl-1-piperidyl)-1-phenyl-1-butanone hydrochloride

実験手順

A solution of 16 g (37 mmoles) of 2-naphthyl 4-piperidyl ketone hydrochloride 13 g (71 mmoles) of 4-chloro-1-phenylbutanone, 0.1 g of potassium iodide and 30 g potassium bicarbonate in 100 ml of toluene is heated for 48 hours with stirring on a steam bath. The mixture is partitioned between 100 ml portions of toluene and water and the organic phase dried over MgSO4. A solution of an excess HCl in ether is added and the resulting precipitate recrystallized from methanol/butanone to yield 4-(2-naphthoyl-1-piperidyl)-1-phenyl-1-butanone hydrochloride. M.P. 197°-9°.

後処理

  1. customThe mixture is partitioned between 100 ml portions of toluene and water
  2. dry with materialthe organic phase dried over MgSO4
  3. additionA solution of an excess HCl in ether is added
  4. customthe resulting precipitate recrystallized from methanol/butanone

出典と根拠

ORDレコード
ord-496b1294e52d4f8685fd54acf0ed3f7a
出典データセット
uspto-grants-1981_01
特許番号
US04246268

反応ノート

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