Iodine → 1-(But-3-en-1-yl)-4-nitrobenzene

HRID 2254989노트

반응식

HRID 2254989 반응식
[I-].[Na+].Br[CH:4]([CH2:16]Br)[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=1.II.S([O-])([O-])(=O)=S.[Na+].[Na+]>C(OCC)C.O.CC(C)=O>[CH2:6]([C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=1)[CH2:5][CH:4]=[CH2:16]

참가 물질

8

반응물 4

HCID 807IodineHCID 5238Sodium IodideHCID 24477Sodium ThiosulfateHCID 19739335HCID 19739335, 화합물

생성물 1

HCID 189934361-(But-3-en-1-yl)-4-nitrobenzene수율 89.1%

시약·촉매·용매 3

HCID 180Acetone용매HCID 962Water용매HCID 3283Diethyl Ether용매

실험 절차

A mixture of 52.1 g of sodium iodide, 300 ml of acetone and 28.6 g of 1-(3,4-dibromobutyl)-4-nitrobenzene was stirred under reflux for 3.5 hours. After cooling the brown suspension was freed from solvent in vacuo and the brown residue was taken up in diethyl ether and water. The separated iodine was reduced by adding solid sodium thiosulphate. The colourless ether solutions were washed with water, dried with sodium sulphate and concentrated in vacuo. The residue (14.9 g) was distilled in a high vacuum, whereby 13.4 g of 1-(3-butenyl)-4-nitrobenzene were obtained as an almost colourless liquid; b.p. 86°-89° C./0.2 Torr.

후처리

  1. temperatureunder reflux for 3.5 hours
  2. temperatureAfter cooling the brown suspension
  3. washThe colourless ether solutions were washed with water
  4. dry with materialdried with sodium sulphate
  5. concentrationconcentrated in vacuo
  6. distillationThe residue (14.9 g) was distilled in a high vacuum

출처 및 근거

ORD 기록
ord-bf0ed1c74f014ce7ac56fc36bb6398c7
출처 데이터셋
uspto-grants-1993_08
특허 번호
US05238602

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