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tert-Butyl 4-formylpiperidine-1-carboxylate → tert-Butyl 4-(1-hydroxyethyl)piperidine-1-carboxylate

HRID 335160
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인쇄 미리보기

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HRID 335160 반응식
[CH:1]([CH:3]1[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:4]1)=[O:2].[CH3:16][Mg]Br>C1COCC1>[OH:2][CH:1]([CH:3]1[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:4]1)[CH3:16]
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참가 물질

4

반응물 2

HCID 1514430tert-Butyl 4-formylpiperidine-1-carboxylateHCID 178418573HCID 178418573, 화합물

생성물 1

HCID 21989903tert-Butyl 4-(1-hydroxyethyl)piperidine-1-carboxylate수율 90.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
-78 °C

실험 절차

Placed tert-butyl 4-formylpiperidine-1-carboxylate (2.00 g, 9.38 mmol) in THF (40 mL) and cooled to −78° C. Slowly added methylmagnesium bromide (3.44 mL, 10.3 mmol) stirred for 1 hour. Slowly added saturated ammonium chloride and extracted with CH2Cl2. Concentrated and redisolved in 5% MeOH in CH2Cl2. Added ether and filtered off solids. Concentrate filtrate to give the title compound (1.94 g, 90.2% yield)

후처리

  1. extractionSlowly added saturated ammonium chloride and extracted with CH2Cl2
  2. concentrationConcentrated
  3. filtrationAdded ether and filtered off solids

출처 및 근거

ORD 기록
ord-f74a501c8d334299b665840262278a57
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08883828B2

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