Sulfuric Acid → 2-(2-Chloro-6-fluorophenyl)propan-2-ol

HRID 266581

반응식

HRID 266581 반응식
[Cl:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]([F:12])[C:3]=1C(OC)=O.[CH3:13][Mg]I.S(=O)(=O)(O)O.CC[O:23][CH2:24][CH3:25]>>[Cl:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]([F:12])[C:3]=1[C:24]([OH:23])([CH3:25])[CH3:13]

참가 물질

5

반응물 4

HCID 1118Sulfuric AcidHCID 3283Diethyl Ether2회HCID 593924Methyl 2-chloro-6-fluorobenzoateHCID 178418373HCID 178418373, 화합물

생성물 1

HCID 540290942-(2-Chloro-6-fluorophenyl)propan-2-ol

실험 절차

A solution of methyl 2-chloro-6-fluorobenzoate (40.0 g) in ether was added to a solution of methyl magnesium iodide in ether (prepared from methyl iodide (120.0 g) and magnesium turnings (20.6 g) in ether). The resulting solution was stirred and heated at reflux for 5 hours, poured onto a mixture of ice and concentrated sulphuric acid and the layers separated. The organic layer was washed with water, saturated aqueous sodium bisulphite, water, dried (anhydrous magnesium sulphate) and filtered. The filtrate was evaporated to dryness to give 2-(2-chloro-6-fluorophenyl)-propan-2-ol (36.8 g) as an orange oil, NMR (CDCl3) 1.8(d,6H), 3.5-3.7(bs, 1H), 6.9-7.05(m,1H), 7.1-7.25(m,2H).

후처리

  1. temperatureheated
  2. temperatureat reflux for 5 hours
  3. customthe layers separated
  4. washThe organic layer was washed with water, saturated aqueous sodium bisulphite, water
  5. dry with materialdried (anhydrous magnesium sulphate)
  6. filtrationfiltered
  7. customThe filtrate was evaporated to dryness

출처 및 근거

ORD 기록
ord-85dffae9d0e24e5b993856fbfcc75690
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05650533

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