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Ammonium Chloride → 2-[2-(4-Pivaloyloxy-4-phenylpiperidino)-ethyl]-1,4-benzodioxan hydrochloride

HRID 65965
ノート
印刷プレビュー

反応式

HRID 65965 の反応式
[OH:1][C:2]1([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][CH:10]2[O:15][C:14]3[CH:16]=[CH:17][CH:18]=[CH:19][C:13]=3[O:12][CH2:11]2)[CH2:4][CH2:3]1.C([Li])CCC.[C:31]([Cl:37])(=[O:36])[C:32]([CH3:35])([CH3:34])[CH3:33].[Cl-].[NH4+]>O1CCCC1.CCCCCC.C(OCC)C>[ClH:37].[C:31]([O:1][C:2]1([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:3][CH2:4][N:5]([CH2:8][CH2:9][CH:10]2[O:15][C:14]3[CH:16]=[CH:17][CH:18]=[CH:19][C:13]=3[O:12][CH2:11]2)[CH2:6][CH2:7]1)(=[O:36])[C:32]([CH3:35])([CH3:34])[CH3:33]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 25517Ammonium ChlorideHCID 62493Pivaloyl chlorideHCID 213319841-[2-(2,3-Dihydro-1,4-benzodioxin-2-yl)ethyl]-4-phenylpiperidin-4-olHCID 178418339Butyllithium

生成物 1

HCID 213319702-[2-(4-Pivaloyloxy-4-phenylpiperidino)-ethyl]-1,4-benzodioxan hydrochloride

試薬・触媒・溶媒 3

HCID 3283
Diethyl Ether
溶媒
HCID 8028Tetrahydrofuran溶媒2 回
HCID 8058Hexane溶媒

実験手順

To the stirred solution of 4.0 g of 2-[2-(4-hydroxy-4-phenylpiperidino)-ethyl]-1,4-benzodioxan in 50 ml of anhydrous tetrahydrofuran is added 9.5 ml of 1.6 N n-butyl lithium in hexane at 0°. After warming the mixture up to room temperature, the solution of 1.5 ml of pivaloyl chloride in 10 ml of tetrahydrofuran is added while stirring and the whole is refluxed for 24 hours. After cooling 10 ml of saturated aqueous ammonium chloride are added, followed by 200 ml of diethyl ether. The organic layer is separated, washed with water, dried evaporated and the residue dissolved in isopropanol. The solution is made acidic with 6N ethanolic hydrogen chloride and the precipitate collected, to yield the 2-[2-(4-pivaloyloxy-4-phenylpiperidino)-ethyl]-1,4-benzodioxan hydrochloride melting at 195°-200° with decomposition.

後処理

  1. temperaturethe whole is refluxed for 24 hours
  2. additionare added
  3. customThe organic layer is separated
  4. washwashed with water
  5. customdried
  6. customevaporated
  7. dissolutionthe residue dissolved in isopropanol
  8. customthe precipitate collected

出典と根拠

ORDレコード
ord-fcca3f9e89e1400785501f050b40055a
出典データセット
uspto-grants-1978_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04129655

反応ノート

読み込み中…

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