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N-Methylformanilide → 4-(Cyclohex-1-EN-1-YL)benzaldehyde

HRID 267814
ノート
印刷プレビュー

反応式

HRID 267814 の反応式
[C:1]1([C:7]2[CH:12]=[CH:11][C:10](Br)=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.C([Li])CCC.CN([CH:27]=[O:28])C1C=CC=CC=1>CCOCC>[C:1]1([C:7]2[CH:12]=[CH:11][C:10]([CH:27]=[O:28])=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 66737N-MethylformanilideHCID 23266911-Bromo-4-(cyclohex-1-en-1-yl)benzeneHCID 178418339Butyllithium

生成物 1

HCID 235088524-(Cyclohex-1-EN-1-YL)benzaldehyde

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒3 回

反応条件

温度
30 °C

実験手順

To a solution of 7 g of p-(1-cyclohexenyl)-phenylbromide in 100 ml of absolute ether there is added at 5° C, while stirring and in an atmosphere of nitrogen, 50 ml of a solution of 4.3 g of n-butyl-lithium in absolute ether. The mixture is allowed to reach room temperature, stirred for 30 minutes at 30° C, then cooled to 20° C and a solution of 4 g of N-methyl-N-formyl-aniline in 50 ml of absolute ether is added dropwise, when the internal temperature rises to 30° C. After the reaction mixture has been allowed to continue to react for 30 minutes at room temperature, it is poured into 100 ml of ice cold 2N hydrochloric acid and extracted with ether. The ether layers are washed with water, dried over sodium sulphate and evaporated in vacuo. The residue is distilled under a high vacuum and yields the p-(1-cyclohexenyl)-benzaldehyde having a boiling point of 110°-120° C (0.2 mm Hg).

後処理

  1. customto reach room temperature
  2. temperaturecooled to 20° C
  3. customrises to 30° C
  4. customto react for 30 minutes at room temperature
  5. extractionextracted with ether
  6. washThe ether layers are washed with water
  7. dry with materialdried over sodium sulphate
  8. customevaporated in vacuo
  9. distillationThe residue is distilled under a high vacuum

出典と根拠

ORDレコード
ord-552285c1844e457baa7ab28f95d0b375
出典データセット
uspto-grants-1976_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US03944589

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート