Methylamine → 3-(Methylaminomethyl)benzonitrile

HRID 2410503

반응식

HRID 2410503 반응식
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]

참가 물질

3

반응물 2

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

생성물 1

HCID 4575953-(Methylaminomethyl)benzonitrile수율 82%

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-81f411105e2b46db949d58f597931b3e
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08815919B2

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