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

HRID 466928

반응식

HRID 466928 반응식
[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

참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매HCID 8058Hexane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-705f1d690a2745dc9345fff0a2678cc0
출처 데이터셋
uspto-grants-1992_10
특허 번호
US05158597

연결된 노트

불러오는 중…