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Benzene, (2,2-dimethylpropyl)- → 4-(2,2-Dimethylpropyl)benzaldehyde

HRID 1884267
ノート
印刷プレビュー

反応式

HRID 1884267 の反応式
[CH3:1][C:2]([CH3:11])([CH3:10])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Cl[Sn](Cl)(Cl)Cl.[CH3:17][O:18]C(Cl)Cl>ClCCl>[CH3:1][C:2]([CH3:11])([CH3:10])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([CH:17]=[O:18])=[CH:6][CH:5]=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 13877Benzene, (2,2-dimethylpropyl)-HCID 21004Methane, dichloromethoxy-HCID 24287Tin tetrachloride

生成物 1

HCID 235087764-(2,2-Dimethylpropyl)benzaldehyde

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

(2,2-Dimethylpropyl)benzene (9.33 g, 63 mmol) was dissolved in dichloromethane (50 mL) and cooled to 0° C. on an ice bath. With vigorous stirring, SnCl4 (28.66 g, 110 mmol) was added all at once via syringe, followed by dropwise addition of dichloromethyl methyl ether (7.24 g, 63 mmol) over 10 min. After 20 min, the ice bath was removed, and the mixture was quenched by the addition of ice-water (100 mL). The aqueous layer was discarded and the organic phase was washed with water (3×25 mL), 3 N hydrochloric acid (3×25 mL), and aqueous saturated sodium chloride (2×25 mL). The organic phase was then treated with activated carbon, dried (magnesium sulphate), filtered and concentrated in vacuo. This afforded the title compound. Yield 7.49 g (62%).

後処理

  1. customthe ice bath was removed
  2. customthe mixture was quenched by the addition of ice-water (100 mL)
  3. washthe organic phase was washed with water (3×25 mL), 3 N hydrochloric acid (3×25 mL), and aqueous saturated sodium chloride (2×25 mL)
  4. additionThe organic phase was then treated with activated carbon
  5. dry with materialdried (magnesium sulphate)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-5e1060fdd64747fba900430ca4d8ba21
出典データセット
uspto-grants-2004_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06762318B2

反応ノート

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