Methylamine → 3-(Methylaminomethyl)benzonitrile

HRID 219882

反応式

HRID 219882 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, 0.051 mol) slowly in small portions over a period of 10 min at 0° C. After being stirred at RT for 3 h, 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 obtained crude was purified using column chromatography on silica gel (pet ether/ethyl acetate) 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 obtained crude
  6. customwas purified

出典と根拠

ORDレコード
ord-0628b36258034376bf59d4f88aa83695
出典データセット
uspto-grants-2012_06
特許番号
US08202865B2

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