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Diethyl Ether → HCID 11460510, 화합물

HRID 1620763
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HRID 1620763 반응식
[CH3:1][C:2]1([CH3:21])[N:6]([C:7]([O:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:8])[C@@H:5]([C:17]([O:19]C)=O)[CH2:4][O:3]1.[Cl-].[NH4+].[CH2:24](OCC)[CH3:25]>CC(C)[O-].CC(C)[O-].CC(C)[O-].CC(C)[O-].[Ti+4]>[OH:19][C:17]1([C@H:5]2[CH2:4][O:3][C:2]([CH3:1])([CH3:21])[N:6]2[C:7]([O:9][CH2:10][C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)=[O:8])[CH2:25][CH2:24]1
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참가 물질

5

반응물 3

HCID 3283Diethyl EtherHCID 25517Ammonium ChlorideHCID 110662823-benzyl 4-methyl(4R)-2,2-dimethyl-1,3-oxazolidine-3,4-dicarboxylate

생성물 1

HCID 11460510HCID 11460510, 화합물

시약·촉매·용매 1

HCID 11026Titanium isopropoxide촉매

실험 절차

To a solution of 3-benzyl 4-methyl(4R)-2,2-dimethyl-1,3-oxazolidine-3,4-dicarboxylate (6.66 g) and titanium tetraisopropoxide (3.33 mL) in diethyl ether (200 mL) was added dropwise 3M ethyl magnesium bromide diethyl ether solution (18.9 mL) over 20 min under ice-cooling. The reaction mixture was stirred at room temperature overnight, and to the reaction mixture was added saturated aqueous ammonium chloride solution. The precipitated solid was removed by filtration. The filtrate was extracted with ethyl acetate, and the organic layer was separated, washed with saturated brine, dried over magnesium sulfate, and concentrated. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (2.52 g).

후처리

  1. temperaturecooling
  2. customThe precipitated solid was removed by filtration
  3. extractionThe filtrate was extracted with ethyl acetate
  4. customthe organic layer was separated
  5. washwashed with saturated brine
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated
  8. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-57fa84863c454e3199648cef42cbcced
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08772277B2

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