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tert-Butyldimethylsilyl chloride → 4-(2-((Tert-butyldimethylsilyl)oxy)ethyl)piperidine hydrochloride

HRID 240714
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HRID 240714 반응식
[NH:1]1[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8][OH:9])[CH2:3][CH2:2]1.C(N(CC)C(C)C)(C)C.[C:19]([Si:23]([CH3:26])([CH3:25])[Cl:24])([CH3:22])([CH3:21])[CH3:20]>ClCCl>[ClH:24].[C:19]([Si:23]([CH3:26])([CH3:25])[O:9][CH2:8][CH2:7][CH:4]1[CH2:5][CH2:6][NH:1][CH2:2][CH2:3]1)([CH3:22])([CH3:21])[CH3:20]
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참가 물질

5

반응물 3

HCID 28928tert-Butyldimethylsilyl chlorideHCID 739534-PiperidineethanolHCID 81531Diisopropylethylamine

생성물 1

HCID 712943494-(2-((Tert-butyldimethylsilyl)oxy)ethyl)piperidine hydrochloride수율 80%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

4-Piperidineethanol (2 g, 15.5 mmol) and N,N-diisopropylethylamine (3.00 g, 4.06 ml, 23.2 mmol) were combined with dichloromethane (50 mL) to give a colorless solution. t-Butyldimethylchlorosilane (2.8 g, 18.6 mmol) in dichloromethane (30 mL) was added to this solution during 15 min at 0° C. The reaction mixture was stirred for 2.5 h at 0° C. and afterwards for 21 h at room temperature. Subsequently the reaction mixture was concentrated in vacuo and the residue was crystallized from ethyl acetate and n-heptane (100 ml, 1:1) to give the title compound (3.45 g, 80%) as light yellow solid; GC-MS (EI) 243.0 (M)+.

후처리

  1. customto give a colorless solution
  2. concentrationSubsequently the reaction mixture was concentrated in vacuo
  3. customthe residue was crystallized from ethyl acetate and n-heptane (100 ml, 1:1)

출처 및 근거

ORD 기록
ord-48c65854be644fd5ad761ae5c4acbcce
출처 데이터셋
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08648099B2

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