Benzylamine → N-benzyl-2-(1,3-dioxolan-2-yl)ethanamine

HRID 874829노트

반응식

HRID 874829 반응식
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(C(C)C)CC)(C)C.Br[CH2:19][CH2:20][CH:21]1[O:25][CH2:24][CH2:23][O:22]1>C(#N)C.C(OCC)(=O)C>[CH2:1]([NH:8][CH2:19][CH2:20][CH:21]1[O:25][CH2:24][CH2:23][O:22]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 3

HCID 7504BenzylamineHCID 81531DiisopropylethylamineHCID 877762-(2-Bromoethyl)-1,3-dioxolane

생성물 1

HCID 11769681N-benzyl-2-(1,3-dioxolan-2-yl)ethanamine수율 40.3%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8857Ethyl Acetate용매

실험 절차

To a mixture of benzylamine (2.18 mL, 20.0 mmol) and di-iso-propylethylamine (2.61 mL, 15.0 mmol) in acetonitrile (30 mL) was added 2-(2-bromoethyl)-1,3-dioxolane (1.17 mL, 10.0 mmol). The reaction mixture was stirred at room temperature for 72 hours. The reaction mixture was diluted with ethyl acetate and washed with water and brine. The organic phase was dried (magnesium sulfate), filtered and the solvent evaporated at reduced pressure. The residue was purified by flash column chromatography eluting with 0 to 4% methanol/dichloromethane to afford the title compound (0.836 g, 40%).

후처리

  1. washwashed with water and brine
  2. dry with materialThe organic phase was dried (magnesium sulfate)
  3. filtrationfiltered
  4. customthe solvent evaporated at reduced pressure
  5. customThe residue was purified by flash column chromatography
  6. washeluting with 0 to 4% methanol/dichloromethane

출처 및 근거

ORD 기록
ord-a0285b814ca049f996ac3f2e4bd4e2b1
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08980913B2

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