Water → 1-(3-Chloro-2-methoxymethoxyphenyl)-1-(2-methoxyphenyl)ethanol

HRID 466928

反応式

HRID 466928 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[O:8][CH2:9][O:10][CH3:11].[CH2:12]([Li])[CH2:13][CH2:14][CH3:15].[CH3:17][O:18][CH2:19][C:20]([C:22]1C=CC=C[CH:23]=1)=O.[OH2:28]>CCCCCC.O1CCCC1.CCOCC>[Cl:1][C:2]1[C:3]([O:8][CH2:9][O:10][CH3:11])=[C:4]([C:14]([C:13]2[CH:12]=[CH:23][CH:22]=[CH:20][C:19]=2[O:18][CH3:17])([OH:28])[CH3:15])[CH:5]=[CH:6][CH:7]=1

参加物

8

反応物 4

HCID 962WaterHCID 776982-Methoxy-1-phenylethanoneHCID 5426241-Chloro-2-(methoxymethoxy)benzeneHCID 178418339Butyllithium

生成物 1

HCID 198126791-(3-Chloro-2-methoxymethoxyphenyl)-1-(2-methoxyphenyl)ethanol

試薬・触媒・溶媒 3

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒HCID 8058Hexane溶媒

実験手順

1-Chloro-2-methoxymethoxybenzene (20.0 g) was combined with 72.5 ml of 1.6M n-butyl lithium in hexane at 0° C. with stirring and allowed to react for 4 hours. A solution of 16.0 ml of 2-methoxyacetophenone in 20 ml of tetrahydrofuran was then added with stirring. After a short reaction period, water and ether were added and the ether layer was dried over magnesium sulfate, filtered, and concentrated by evaporation under reduced pressure to obtain an oil. This was purified by liquid chromatography, eluting with a 95:5 mixture of hexane and ethyl acetate, to obtain 6.67 g of the title compound as an oil. The assigned structure was consistent with the proton NMR spectrum.

後処理

  1. customto react for 4 hours
  2. stirringwith stirring
  3. additionwere added
  4. dry with materialthe ether layer was dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated by evaporation under reduced pressure
  7. customto obtain an oil
  8. customThis was purified by liquid chromatography
  9. washeluting with a 95:5 mixture of hexane and ethyl acetate

出典と根拠

ORDレコード
ord-705f1d690a2745dc9345fff0a2678cc0
出典データセット
uspto-grants-1992_10
特許番号
US05158597

関連ノート

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