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

HRID 2419109
노트
인쇄 미리보기

반응식

HRID 2419109 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 3283
Diethyl Ether
용매
HCID 8028Tetrahydrofuran용매2회
HCID 8058Hexane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6c5e45ea3cd7444e86eee7e282852346
출처 데이터셋
uspto-grants-1978_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04104396

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