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

HRID 2083226노트

반응식

HRID 2083226 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

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

후처리

  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

출처 및 근거

ORD 기록
ord-f4599715fb634e5eb81ccfabdd09bf03
출처 데이터셋
uspto-grants-1978_04
특허 번호
US04085116

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