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

HRID 1884267
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HRID 1884267 반응식
[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
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참가 물질

5

반응물 3

HCID 13877Benzene, (2,2-dimethylpropyl)-HCID 21004Methane, dichloromethoxy-HCID 24287Tin tetrachloride

생성물 1

HCID 235087764-(2,2-Dimethylpropyl)benzaldehyde

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

(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%).

후처리

  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

출처 및 근거

ORD 기록
ord-5e1060fdd64747fba900430ca4d8ba21
출처 데이터셋
uspto-grants-2004_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06762318B2

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