Methylamine → 3-(Methylaminomethyl)benzonitrile

HRID 219882

반응식

HRID 219882 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, 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).

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 obtained crude
  6. customwas purified

출처 및 근거

ORD 기록
ord-0628b36258034376bf59d4f88aa83695
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08202865B2

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