ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Potassium Iodide → 4-{1-[Bis(4-fluorophenyl)-methyl]-piperidin-4-yl}-butan-1-ol

HRID 1280771
ノート
印刷プレビュー

反応式

HRID 1280771 の反応式
Cl.[NH:2]1[CH2:7][CH2:6][CH:5]([CH2:8][CH2:9][CH2:10][CH2:11][OH:12])[CH2:4][CH2:3]1.S(C1C=CC(C)=CC=1)([O-])(=O)=O.[NH+]1C=CC=CC=1.C(=O)([O-])[O-].[K+].[K+].[F:36][C:37]1[CH:42]=[CH:41][C:40]([CH:43]([C:45]2[CH:50]=[CH:49][C:48]([F:51])=[CH:47][CH:46]=2)Cl)=[CH:39][CH:38]=1.[I-].[K+]>O1C=CCCC1>[F:36][C:37]1[CH:38]=[CH:39][C:40]([CH:43]([C:45]2[CH:50]=[CH:49][C:48]([F:51])=[CH:47][CH:46]=2)[N:2]2[CH2:7][CH2:6][CH:5]([CH2:8][CH2:9][CH2:10][CH2:11][OH:12])[CH2:4][CH2:3]2)=[CH:41][CH:42]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 4875Potassium IodideHCID 11430Potassium Carbonate2 回HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 27237731,1'-(Chloromethylene)bis(4-fluorobenzene)HCID 27846674-(4-Piperidyl)-1-butanol hydrochloride

生成物 1

HCID 18425711
4-{1-[Bis(4-fluorophenyl)-methyl]-piperidin-4-yl}-butan-1-ol

試薬・触媒・溶媒 1

HCID 80803,4-dihydro-2H-pyran溶媒

実験手順

20 g (103 mmol) 4-piperidin-4-yl-butan-1-ol hydrochloride are suspended in 70 ml 3,4-dihydro-2H-pyrane and added to 1.0 g pyridinium tosylate. The mixture is stirred for two days at RT. After addition of 5 g potassium carbonate, this is concentrated under vacuum to dryness. The resulting 4-[4-tetrahydropyran-2-yloxy)-butyl)-piperidine is dissolved without further purification in 100 ml acetonitrile and added to 25.1 g (105 mmol) bis-(4-fluorophenyl)-chloromethane, 30 g (217 mmol) potassium carbonate and 5.0 g (30 mmol) potassium iodide and stirred for four days at RT. The mixture is filtered and the solvent is removed under vacuum. The resulting 1-[bis-(4-fluorophenyl)-methyl]-4-[4-(tetrahydropyran-2-yloxy)-butyl]-piperldine is dissolved without further purification in 150 ml methanol, added to enough 6 M methanolic hydrochloric acid until the pH of the mixture is acidic and left to stand for two days at RT. Subsequently, the solvent is drawn off under vacuum and the residue is dispersed between sodium hydroxide solution and acetic acid ethyl ester. The aqueous solution is extracted three times with acetic acid. The combined organic phases are dried over sodium sulfate and the residue is chromatographically purified over silica gel with CH2Cl2/CH3OH(99/1 to 94/4). Yield: 23.8 g (63%).

後処理

  1. concentrationthis is concentrated under vacuum to dryness
  2. dissolutionThe resulting 4-[4-tetrahydropyran-2-yloxy)-butyl)-piperidine is dissolved without further purification in 100 ml acetonitrile
  3. stirringstirred for four days at RT
  4. filtrationThe mixture is filtered
  5. customthe solvent is removed under vacuum
  6. dissolutionThe resulting 1-[bis-(4-fluorophenyl)-methyl]-4-[4-(tetrahydropyran-2-yloxy)-butyl]-piperldine is dissolved without further purification in 150 ml methanol
  7. additionadded to enough 6 M methanolic hydrochloric acid until the pH of the mixture
  8. waitleft
  9. waitto stand for two days at RT
  10. additionthe residue is dispersed between sodium hydroxide solution and acetic acid ethyl ester
  11. extractionThe aqueous solution is extracted three times with acetic acid
  12. dry with materialThe combined organic phases are dried over sodium sulfate
  13. customthe residue is chromatographically purified over silica gel with CH2Cl2/CH3OH(99/1 to 94/4)

出典と根拠

ORDレコード
ord-d673043b76384503ad5d52020d1ab56a
出典データセット
uspto-grants-2002_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06451816B1

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート