Cycloheptylbenzene → 4-Cycloheptyl-benzaldehyde

HRID 1579108ノート

反応式

HRID 1579108 の反応式
[CH:1]1([C:8]2[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=2C=O)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C1(C2C=CC=CC=2)CCCCCC1.Cl[CH:30]([O:32]C(Cl)Cl)Cl>C(Cl)Cl.[Ti](Cl)(Cl)(Cl)Cl>[CH:1]1([C:8]2[CH:9]=[CH:12][C:13]([CH:30]=[O:32])=[CH:14][CH:15]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1

参加物

6

反応物 3

HCID 297933CycloheptylbenzeneHCID 558102Bis(dichloromethyl) etherHCID 21484447Cycloheptylbenzaldehyde

生成物 1

HCID 214844454-Cycloheptyl-benzaldehyde

試薬・触媒・溶媒 2

HCID 24193Titanium Tetrachloride触媒HCID 6344Dichloromethane溶媒

反応条件

温度
10 °C

実験手順

Cycloheptylbenzaldehyde can be manufactured as follows: 200 ml of titanium tetrachloride are added dropwise, whilst stirring, to a solution of 200 g of cycloheptylbenzene in 600 ml of absolute methylene chloride under a nitrogen atmosphere at -10°C, and thereafter 132.5 g of dichloromethyl ether are added similarly at 0°C. The reaction mixture is then stirred for a further 30 minutes at 10°C and poured onto 3 kg of ice, and the whole is extracted twice with 500 ml of methylene chloride. The organic phases are washed with water, dried over sodium sulphate and evaporated to dryness in vacuo. Distillation of the evaporation residue in a high vacuum yields 4-cycloheptyl-benzaldehyde in the fraction boiling at 120-130°C/0.8 mm Hg.

後処理

  1. extractionthe whole is extracted twice with 500 ml of methylene chloride
  2. washThe organic phases are washed with water
  3. dry with materialdried over sodium sulphate
  4. customevaporated to dryness in vacuo
  5. distillationDistillation of the evaporation residue in a high vacuum

出典と根拠

ORDレコード
ord-a5a5efb5cbef40bfa593d8b3e3171f90
出典データセット
uspto-grants-1976_02
特許番号
US03940434

反応ノート

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