Methylamine → 3-(Methylaminomethyl)benzonitrile

HRID 2404298

反応式

HRID 2404298 の反応式
Br[CH2:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[C:6]#[N:7].[CH3:11][NH2:12]>>[CH3:11][NH:12][CH2:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[C:6]#[N:7]

参加物

3

反応物 2

HCID 6329MethylamineHCID 97249Benzonitrile, 3-(bromomethyl)-

生成物 1

HCID 4575953-(Methylaminomethyl)benzonitrile収率 82%

実験手順

To a stirred solution of methylamine (40% in water, 200 mL) under N2, was added 3-(bromomethyl)benzonitrile (10 g, 51 mmol) slowly in portions over 10 minutes at 0° C. After being stirred at RT for 3 hours, the reaction mixture was extracted with DCM. Then the organic layer was washed with brine and dried over sodium sulphate and concentrated under reduced pressure. The residue was purified by chromatography (silica, pet ether/EtOAc) to afford the title compound as a pale yellow liquid (6.1 g, 82%). 1H NMR (DMSO-d6, 400 MHz) δ 7.74 (s, 1H), 7.63-7.68 (m, 2H), 7.48-7.52 (m, 1H), 3.66 (s, 2H), 2.22 (s, 3H).

後処理

  1. extractionthe reaction mixture was extracted with DCM
  2. washThen the organic layer was washed with brine
  3. dry with materialdried over sodium sulphate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by chromatography (silica, pet ether/EtOAc)

出典と根拠

ORDレコード
ord-c35e8d4954374455a9521e1cf53258c3
出典データセット
uspto-grants-2014_08
特許番号
US08802704B2

関連ノート

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