1-Fluoronaphthalene → 1-(4'-Fluoronaphth-1-yl)-3-methylbutan-1-one

HRID 33577

반응식

HRID 33577 반응식
[F:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][CH:3]=1.[Cl-].[Al+3].[Cl-].[Cl-].[C:16](Cl)(=[O:21])[CH2:17][CH:18]([CH3:20])[CH3:19]>ClCCl>[F:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:16](=[O:21])[CH2:17][CH:18]([CH3:20])[CH3:19])=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 94501-FluoronaphthaleneHCID 66054Isovaleryl chlorideHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 597968761-(4'-Fluoronaphth-1-yl)-3-methylbutan-1-one수율 87.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

To an ice/salt cooled solution of 1-fluoronaphthalene (5.1 g) in anhydrous dichloromethane (20 ml) was added aluminium chloride (5.6 g). After 5 minutes, a solution of isovaleryl chloride (4.2 g) in anhydrous dichloromethane (5 ml) was added dropwise over 20 minutes. The mixture was allowed to warm to room temperature overnight, then added cautiously to a vigorously stirred mixture of ice water and dichloromethane. The organic layer was separated, clarified with methanol, washed with brine, dried with sodium sulphate, filtered and evaporated in vacuo. The title compound (7 g) was obtained following silica gel column chromatography of the residue in 20-40% dichloromethane in petroleum ether.

후처리

  1. customThe organic layer was separated
  2. washwashed with brine
  3. dry with materialdried with sodium sulphate
  4. filtrationfiltered
  5. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-039a8b57ca6e4078848737513c84cff0
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07429607B2

연결된 노트

불러오는 중…