Hydrochloric Acid → {4-[2-(4-Fluorophenyl)ethyl]phenyl}methanol

HRID 875334노트

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HRID 875334 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[F:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][C:16]2[CH:25]=[CH:24][C:19]([C:20](OC)=[O:21])=[CH:18][CH:17]=2)=[CH:10][CH:9]=1.Cl.C(OCC)(=O)C>C1(C)C=CC=CC=1.C1COCC1>[F:7][C:8]1[CH:9]=[CH:10][C:11]([CH2:14][CH2:15][C:16]2[CH:17]=[CH:18][C:19]([CH2:20][OH:21])=[CH:24][CH:25]=2)=[CH:12][CH:13]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 21226445Aluminium lithium hydrideHCID 86709825Methyl 4-[2-(4-fluorophenyl)ethyl]benzoate

생성물 1

HCID 86709824{4-[2-(4-Fluorophenyl)ethyl]phenyl}methanol

시약·촉매·용매 2

HCID 1140Toluene용매HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

Under reflux, 45 ml of a 3.5 M solution of lithium aluminium hydride in toluene were slowly added dropwise to a solution of 35.4 g (136.98 mmol) of methyl 4-[2-(4-fluorophenyl)ethyl]benzoate in 500 ml of dry THF. After the addition had ended, the reaction mixture was stirred under reflux for one hour. The reaction mixture was then cooled to 0° C., and 500 ml of ice-cooled 1 M hydrochloric acid were added slowly and carefully. 750 ml of ethyl acetate were then added, the aqueous phase was removed and the organic phase was washed successively in each case once with 1 M hydrochloric acid and saturated sodium chloride solution. The organic phase was then dried over magnesium sulphate, filtered and concentrated to dryness. This gave 31.5 g (136.7 mmol, 99.9% of theory) of the title compound.

후처리

  1. temperatureUnder reflux
  2. additionAfter the addition
  3. temperatureunder reflux for one hour
  4. additionwere added slowly
  5. customthe aqueous phase was removed
  6. washthe organic phase was washed successively in each case once with 1 M hydrochloric acid and saturated sodium chloride solution
  7. dry with materialThe organic phase was then dried over magnesium sulphate
  8. filtrationfiltered
  9. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-6a64747862024278871e9bc33584cf52
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08981104B2

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