Dimethylamine → 3-(dimethylaminomethyl)benzonitrile

HRID 1386954ノート

反応式

HRID 1386954 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][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]

参加物

5

反応物 3

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

生成物 1

HCID 46410883-(dimethylaminomethyl)benzonitrile収率 62%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

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+).

後処理

  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.

出典と根拠

ORDレコード
ord-8e5b642839004572990ac9949e55bf6a
出典データセット
uspto-grants-2001_07
特許番号
US06265426B1

反応ノート

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