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

HRID 2254989ノート

反応式

HRID 2254989 の反応式
[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]

参加物

8

反応物 4

HCID 807IodineHCID 5238Sodium IodideHCID 24477Sodium ThiosulfateHCID 19739335HCID 19739335、化合物

生成物 1

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

試薬・触媒・溶媒 3

HCID 180Acetone溶媒HCID 962Water溶媒HCID 3283Diethyl Ether溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-bf0ed1c74f014ce7ac56fc36bb6398c7
出典データセット
uspto-grants-1993_08
特許番号
US05238602

反応ノート

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