Ethyl Bromide → 2-[[2-[4-(4-Trifluoromethylphenoxy)phenoxy]propionyl]]cyclopentane-1,3-dione

HRID 615721

반응식

HRID 615721 반응식
C(Br)C.[Mg].[C:5]1(=[O:11])[CH2:9][CH2:8][C:7](=[O:10])[CH2:6]1.[F:12][C:13]([F:34])([F:33])[C:14]1[CH:32]=[CH:31][C:17]([O:18][C:19]2[CH:30]=[CH:29][C:22]([O:23][CH:24]([CH3:28])[C:25](Cl)=[O:26])=[CH:21][CH:20]=2)=[CH:16][CH:15]=1>O1CCCC1.CCOCC.O>[F:12][C:13]([F:33])([F:34])[C:14]1[CH:32]=[CH:31][C:17]([O:18][C:19]2[CH:30]=[CH:29][C:22]([O:23][CH:24]([CH3:28])[C:25]([CH:6]3[C:7](=[O:10])[CH2:8][CH2:9][C:5]3=[O:11])=[O:26])=[CH:21][CH:20]=2)=[CH:16][CH:15]=1

참가 물질

8

반응물 4

HCID 6332Ethyl BromideHCID 774661,3-CyclopentanedioneHCID 5462224MagnesiumHCID 129060152-{4-[4-(Trifluoromethyl)phenoxy]phenoxy}propanoyl chloride

생성물 1

HCID 133091682-[[2-[4-(4-Trifluoromethylphenoxy)phenoxy]propionyl]]cyclopentane-1,3-dione

시약·촉매·용매 3

HCID 962Water용매HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매3회

실험 절차

Ethyl bromide (6 g, 55 mmol) is added to magnesium turnings (1.34 g) in the presence of tetrahydrofuran (THF; 15 ml). After reaction is complete, the solution is diluted to 50 ml with THF cooled in an ice bath and cyclopentane-1,3-dione (50 mmol) is added rapidly with stirring. THF (250 ml) is added to this mixture and it is allowed to warm to RT. 2-[4-(4-Trifluoromethylphenoxy)phenoxy]propionic acid chloride (55 mmol) is added dropwise with stirring, and the mixture is allowed to stand at RT for 30 minutes. It is then poured into a mixture of ice, water & ether. The aqueous layer is extracted several times with ether. The combined ether extracts are washed with water, dried over sodium sulfate and the solvent is removed to give 2-[[2-[4-(4-trifluoromethylphenoxy)phenoxy]propionyl]]cyclopentane-1,3-dione (V; Y is H, Z is CF3, R1 is CH3 and n is one). ##STR5##

후처리

  1. customAfter reaction
  2. temperaturecooled in an ice bath
  3. stirringwith stirring
  4. extractionThe aqueous layer is extracted several times with ether
  5. washThe combined ether extracts are washed with water
  6. dry with materialdried over sodium sulfate
  7. customthe solvent is removed

출처 및 근거

ORD 기록
ord-e59a3cd109da42d59a4add7b43a8dc0e
출처 데이터셋
uspto-grants-1985_02
특허 번호
US04500737

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