Methylamine → 3-(Methylaminomethyl)benzonitrile

HRID 572580

반응식

HRID 572580 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]>C1COCC1>[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

4

반응물 2

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

생성물 1

HCID 4575953-(Methylaminomethyl)benzonitrile수율 101.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

In a 3 necked round bottom flask (250 ml), put under nitrogen atmosphere, a solution of 3-(bromomethyl)benzonitrile (5 g; 25.5 mmol; 1 eq.) in anhydrous THF (20 ml) was added dropwise into methylamine (63.76 ml; 2 M; 127.52 mmol; 5 eq.) (2M solution in THF) over 1 hour. The reaction mixture was stirred at RT for 2 hours. Some bis-benzylation was observed (7%). The reaction mixture was filtered to remove the salt. The filtrate was evaporated under reduced pressure. The residue was taken up with DCM and evaporated again to give the title compound as a yellow oil (3.78 g, quantitative yield). It was used in the next step without any further purification. LC/MS (Method B) 146.8 (M+H)+.

후처리

  1. filtrationThe reaction mixture was filtered
  2. customto remove the salt
  3. customThe filtrate was evaporated under reduced pressure
  4. customevaporated again

출처 및 근거

ORD 기록
ord-b1a5c3e5b3f447bd9822a05a848b0281
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09029405B2

연결된 노트

불러오는 중…