1-Fluoronaphthalene → 4-Fluoronaphthalene-1-carbaldehyde

HRID 1039114노트

반응식

HRID 1039114 반응식
C[O:2][CH:3](Cl)Cl.[Sn](Cl)(Cl)(Cl)Cl.[F:11][C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][CH:13]=1>ClCCl>[F:11][C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:15]([CH:3]=[O:2])=[CH:14][CH:13]=1

참가 물질

5

반응물 3

HCID 94501-FluoronaphthaleneHCID 21004Methane, dichloromethoxy-HCID 24287Tin tetrachloride

생성물 1

HCID 70225244-Fluoronaphthalene-1-carbaldehyde수율 100.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

19.9 g Dichloromethyl methyl ether and 45.7 g tin chloride were dissolved in 70 ml dichloromethane. The solution was cooled to +5° C. and 20.0 g fluoronapthalene in dichloromethane (49 ml) was added over a 60 min period, while keeping the temperature at 5° C. The reaction was brought to room temperature after the addition. After 4 h the reaction was quenched by slowly pouring it into an ice/water mixture. This mixture was stirred for 15 min and left standing overnight. The dichloromethane layer was washed with water, dried (sodium sulphate), filtered through celite and concentrated in vacuo to obtain 24.0 g of 4-fluoro-naphthalene-1-carbaldehyde as an off white solid.

후처리

  1. temperatureThe solution was cooled to +5° C.
  2. customat 5° C
  3. customwas brought to room temperature
  4. additionafter the addition
  5. customAfter 4 h the reaction was quenched
  6. additionby slowly pouring it into an ice/water mixture
  7. waitleft
  8. waitstanding overnight
  9. washThe dichloromethane layer was washed with water
  10. dry with materialdried (sodium sulphate)
  11. filtrationfiltered through celite and
  12. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-0aa5b6d3b017493188755b1071194430
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08552033B2

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