Hydrochloric Acid → (4,5-Dimethoxy-2-fluorophenyl)-phenylmethanone

HRID 1648889

반응식

HRID 1648889 반응식
[Cl-].[Cl-].[Cl-].[Al+3].[C:5](Cl)(=[O:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:17]=1[O:23][CH3:24].Cl>ClCCCl>[CH3:24][O:23][C:17]1[C:16]([O:15][CH3:14])=[CH:21][C:20]([C:5]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)=[O:12])=[C:19]([F:22])[CH:18]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 7412Benzoyl chlorideHCID 5936404-Fluoro-1,2-dimethoxybenzeneHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 20396992(4,5-Dimethoxy-2-fluorophenyl)-phenylmethanone

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매2회

실험 절차

12.7 g (95 mmol) of aluminium trichloride in 80 ml of 1,2-dichloroethane are stirred under nitrogen and cooled to 3°. 13.35 g (95 mmol) of benzoyl chloride are added. At 3°, this red solution is added dropwise over a period of 25 minutes to a solution of 12.55 g (80.3 mmol) of 1,2-dimethoxy-4-fluorobenzene (4-fluoroveratrole) in 80 ml of 1,2-dichloroethane. The reaction mixture is stirred for a further 3 hours at 3°, then for 31/2 hours at room temperature and then poured onto a mixture of 250 ml of ice and 20 ml of concentrated hydrochloric acid. The organic phase is separated off and the aqueous phase is extracted several times with ether. Organic phase and ether solutions are combined, washed with 1 N sodium hydroxide solution, water and with saturated sodium chloride solution, dried over magnesium sulphate and concentrated by evaporation. The resulting yellow oil is stirred with 50 ml of ether in an ice bath until crystallisation takes place, yielding the desired (4,5-dimethoxy-2-fluorophenyl)-phenylmethanone in the form of white crystals having a melting point of 102°-103°.

후처리

  1. temperaturecooled to 3°
  2. customThe organic phase is separated off
  3. extractionthe aqueous phase is extracted several times with ether
  4. washwashed with 1 N sodium hydroxide solution, water and with saturated sodium chloride solution
  5. dry with materialdried over magnesium sulphate
  6. concentrationconcentrated by evaporation
  7. stirringThe resulting yellow oil is stirred with 50 ml of ether in an ice bath until crystallisation

출처 및 근거

ORD 기록
ord-5bd321c7a9584b8fa26ab361b018d2aa
출처 데이터셋
uspto-grants-1983_11
특허 번호
US04414214

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