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

HRID 874829ノート

反応式

HRID 874829 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-a0285b814ca049f996ac3f2e4bd4e2b1
出典データセット
uspto-grants-2015_03
特許番号
US08980913B2

反応ノート

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