2-Bromoethanol → 2-[4-[(4-Chlorophenyl)-2-pyridylmethoxy]-1-piperidyl]ethanol

HRID 1651550ノート

反応式

HRID 1651550 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=2)[O:9][CH:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[CH:4][CH:3]=1.Br[CH2:23][CH2:24][OH:25].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=2)[O:9][CH:10]2[CH2:11][CH2:12][N:13]([CH2:23][CH2:24][OH:25])[CH2:14][CH2:15]2)=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 108982-BromoethanolHCID 11430Potassium CarbonateHCID 111411972-((4-Chlorophenyl)(4-piperidinyloxy)methyl)pyridine

生成物 1

HCID 150558552-[4-[(4-Chlorophenyl)-2-pyridylmethoxy]-1-piperidyl]ethanol収率 56%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

1.00 g (3.30 mmol) of 4-[(4-chlorophenyl)-2-pyridylmethoxy]piperidine and 0.49 g (3.92 mmol) of 2-bromoethanol were dissolved in 10 ml of acetone, and 0.55 g (3.98 mmol) of potassium carbonate was added to the mixed solution. The mixture was stirred at room temperature for 15 hours. After the reaction, the insolubles were filtered off, and the filtrate was concentrated under reduced pressure. The residue was separated by silica gel column chromatography using a mixture of chloroform and methanol in the volume ratio 20:1 as the eluent. The desired fraction was concentrated under reduced pressure to give 0.64 g (56%) of 2-[4-[(4-chlorophenyl)-2-pyridylmethoxy]-1-piperidyl]ethanol as an oil.

後処理

  1. customAfter the reaction
  2. filtrationthe insolubles were filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was separated by silica gel column chromatography
  5. additiona mixture of chloroform and methanol in the volume ratio 20:1 as the eluent
  6. concentrationThe desired fraction was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-ad93b1a26b8c4b6c87d82aafe320b6cc
出典データセット
uspto-grants-1990_05
特許番号
US04929618

反応ノート

読み込み中…