Dimethylamine → 3-(dimethylaminomethyl)benzonitrile

HRID 1386954노트

반응식

HRID 1386954 반응식
Br[CH2:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[C:6]#[N:7].[CH3:11][NH:12][CH3:13].CCOCC>O>[CH3:11][N:12]([CH2:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[C:6]#[N:7])[CH3:13]

참가 물질

5

반응물 3

HCID 674DimethylamineHCID 3283Diethyl EtherHCID 97249Benzonitrile, 3-(bromomethyl)-

생성물 1

HCID 46410883-(dimethylaminomethyl)benzonitrile수율 62%

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

A mixture of 3-(bromomethyl)-benzonitrile (3 g, 15.3 mmol) and a solution of 40% dimethylamine in water was heated in a sealed teflon vessel under microwave irradiation (7 min, 600 watts, 150° C., 11 bar). After cooling the resulting mixture was partioned between water and ether, the aqueous phase was extracted three times with ether, washed with satd. NaCl then dried with Na2SO4 and the solvent evaporated. The resulting yellow oil was distilled in a Kugelrohr apparatus at 60-80° C. and 0.002 mbar affording the title compound (1.53 g, 9.55 mmol, 62% yield) as a pale yellow oil. MS: m/e=160 (M+).

후처리

  1. temperatureAfter cooling the resulting mixture
  2. extractionthe aqueous phase was extracted three times with ether
  3. washwashed with satd
  4. dry with materialNaCl then dried with Na2SO4
  5. customthe solvent evaporated
  6. distillationThe resulting yellow oil was distilled in a Kugelrohr apparatus at 60-80° C.

출처 및 근거

ORD 기록
ord-8e5b642839004572990ac9949e55bf6a
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06265426B1

반응 노트

불러오는 중…