N-bromobutanimide → 6-(1-Bromoethyl)-4-oxo-4H-1-benzopyran-3-carbonitrile

HRID 2083226ノート

反応式

HRID 2083226 の反応式
[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]2[O:11][CH:10]=[C:9]([C:12]#[N:13])[C:8](=[O:14])[C:7]=2[CH:15]=1)[CH3:2].C1C(=O)N([Br:23])C(=O)C1>ClC(Cl)(Cl)Cl>[Br:23][CH:1]([C:3]1[CH:4]=[CH:5][C:6]2[O:11][CH:10]=[C:9]([C:12]#[N:13])[C:8](=[O:14])[C:7]=2[CH:15]=1)[CH3:2]

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 51968426-ethyl-4-oxochromene-3-carbonitrile

生成物 1

HCID 203582246-(1-Bromoethyl)-4-oxo-4H-1-benzopyran-3-carbonitrile

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

A mixture of 9.95 parts of 6-ethyl-4-oxo-4H-1-benzopyran-3-carbonitrile 8.90 parts of NBS and 300 parts by volume of tetrachloromethane is refluxed under stirring and irradiation of infrared ray (100 volt, 375 WR) for 2 hours. The tetrachloromethane is distilled off and the solid residue is well shaken with 500 parts by volume of ethyl acetate and 100 parts by volume of water. The ethyl acetate layer is collected and shaken with 100 parts by volume of water. In this manner, the ethyl acetate layer is repeatedly washed with water until the solid residue disappears. The ethyl acetate layer is dried on Na2SO4, concentrated and cooled. The procedure yields 12.11 parts of 6-(1-bromoethyl)-4-oxo-4H-1-benzopyran-3-carbonitrile as colorless crystals. Melting point: 162-164° C

後処理

  1. temperatureis refluxed
  2. customirradiation of infrared ray (100 volt, 375 WR) for 2 hours
  3. distillationThe tetrachloromethane is distilled off
  4. stirringthe solid residue is well shaken with 500 parts by volume of ethyl acetate and 100 parts by volume of water
  5. customThe ethyl acetate layer is collected
  6. stirringshaken with 100 parts by volume of water
  7. washIn this manner, the ethyl acetate layer is repeatedly washed with water until the solid residue
  8. dry with materialThe ethyl acetate layer is dried on Na2SO4
  9. concentrationconcentrated
  10. temperaturecooled

出典と根拠

ORDレコード
ord-f4599715fb634e5eb81ccfabdd09bf03
出典データセット
uspto-grants-1978_04
特許番号
US04085116

反応ノート

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