Methanol → 4-(m-Phenoxyphenyl)-2-pentanone

HRID 1074569노트

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HRID 1074569 반응식
[O:1]([C:8]1[CH:9]=[C:10]([CH:14]([CH3:19])[CH2:15][C:16](Cl)=[O:17])[CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:20](Cl)(=O)C(Cl)=O.[Li].C[Cu]C.CO>C1C=CC=CC=1.CCOCC.O>[O:1]([C:8]1[CH:9]=[C:10]([CH:14]([CH3:19])[CH2:15][C:16](=[O:17])[CH3:20])[CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

8

반응물 4

HCID 887MethanolHCID 65578Oxalyl chlorideHCID 204960473-(m-Phenoxyphenyl)-butyryl chlorideHCID 178477771HCID 178477771, 화합물

생성물 1

HCID 204960434-(m-Phenoxyphenyl)-2-pentanone

시약·촉매·용매 3

HCID 241Benzene용매HCID 962Water용매HCID 3283Diethyl Ether용매2회

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온도
-70 °C

실험 절차

A solution of 3-(m-phenoxyphenyl)-butyryl chloride (1 g.) (from the corresponding acid (1 g.) using excess oxalyl chloride in benzene) in ether (20 ml) was added dropwise to a solution of dimethyl copper lithium at -70° C. under nitrogen (from methyl lithium (0.2 g.) and cuprous iodide (1 g.)) in ether (50 ml) and the mixture stirred a further 15 minutes at -70° C. Methanol was added to quench the reaction and the mixture was diluted with water, acidified and filtered through a pad of Kieselguhr. The ether layer was washed with sodium carbonate solution and with water, dried over anhydrous magnesium sulphate and evaporated to give a colourless oil. The product was purified by column chromatography to give 4-(m-phenoxyphenyl)-2-pentanone as a colourless oil.

후처리

  1. customto quench
  2. customthe reaction
  3. filtrationfiltered through a pad of Kieselguhr
  4. washThe ether layer was washed with sodium carbonate solution and with water
  5. dry with materialdried over anhydrous magnesium sulphate
  6. customevaporated
  7. customto give a colourless oil
  8. customThe product was purified by column chromatography

출처 및 근거

ORD 기록
ord-76d3849e2ac94b6c9a0e2a101968f6c5
출처 데이터셋
uspto-grants-1983_07
특허 번호
US04393079

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