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Dichloromethane → 3-(Tert-butyldimethylsilyloxy)-1-(3,4-difluorophenyl)propan-1-amine

HRID 2279542
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HRID 2279542 반응식
[NH2:1][CH:2]([C:6]1[CH:11]=[CH:10][C:9]([F:12])=[C:8]([F:13])[CH:7]=1)[CH2:3][CH2:4][OH:5].[CH3:14][C:15]([Si:18](Cl)([CH3:20])[CH3:19])([CH3:17])[CH3:16].CCN(C(C)C)C(C)C.C(Cl)Cl>CN(C1C=CN=CC=1)C.O>[Si:18]([O:5][CH2:4][CH2:3][CH:2]([C:6]1[CH:11]=[CH:10][C:9]([F:12])=[C:8]([F:13])[CH:7]=1)[NH2:1])([C:15]([CH3:17])([CH3:16])[CH3:14])([CH3:20])[CH3:19]
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참가 물질

7

반응물 4

HCID 6344DichloromethaneHCID 28928tert-Butyldimethylsilyl chlorideHCID 81531DiisopropylethylamineHCID 623897353-Amino-3-(3,4-difluorophenyl)propan-1-ol

생성물 1

HCID 682943123-(Tert-butyldimethylsilyloxy)-1-(3,4-difluorophenyl)propan-1-amine수율 69.9%

시약·촉매·용매 2

HCID 14284
4-(Dimethylamino)pyridine
촉매
HCID 962Water용매

실험 절차

A solution of 304 (0.400 g, 2.14 mmol), TBDMS-Cl (0.386 g, 2.56 mmol), DIPEA (0.744 mL, 4.27 mmol), DMAP (0.0261 g, 0.214 mmol) and DCM (10 mL) was stirred at RT for 1 h and then poured into water and extracted with DCM. The combined organic extracts were dried (MgSO4), filtered, and concentrated in vacuo. The crude product was purified by SiO2 chromatography eluting with DCM/MeOH (500:7) to afford 0.45 g (69.9%) of 3-(tert-butyldimethylsilyloxy)-1-(3,4-difluorophenyl)propan-1-amine (306).

후처리

  1. extractionextracted with DCM
  2. dry with materialThe combined organic extracts were dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe crude product was purified by SiO2 chromatography
  6. washeluting with DCM/MeOH (500:7)

출처 및 근거

ORD 기록
ord-f64a70a54dfb425a98a88cc59d9d4b4e
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09133187B2

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