Hydrochloric Acid → 2-{3-[2,2,2-Trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl}ethanol

HRID 4755노트

반응식

HRID 4755 반응식
[F:1][C:2]([F:20])([F:19])[C:3]([C:9]1[CH:10]=[C:11]([CH2:15][C:16](O)=[O:17])[CH:12]=[CH:13][CH:14]=1)([OH:8])[C:4]([F:7])([F:6])[F:5].Cl.[H][H]>O1CCCC1>[F:1][C:2]([F:19])([F:20])[C:3]([C:9]1[CH:10]=[C:11]([CH2:15][CH2:16][OH:17])[CH:12]=[CH:13][CH:14]=1)([OH:8])[C:4]([F:5])([F:7])[F:6]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 201518553-[2,2,2-Trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]benzeneactic acidHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 140766652-{3-[2,2,2-Trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl}ethanol수율 38.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To one liter of 1M borane-tetrahydrofuran complex was added a solution of 100 g (0.33 mole) of 3-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]benzeneactic acid in 200 ml of tetrahydrofuran. The solution is refluxed for 16 hours under nitrogen. The solution is then refluxed with 400 ml of 6N hydrochloric acid until evolution of hydrogen is complete. The mixture is filtered and evaporated. The residue is refluxed with 500 ml of methanol containing 10 ml of concentrated hydrochloric acid until methyl borate is no longer evolved. The solution is evaporated, and the residue is distilled at 110°-115° (0.7 mm) to give 37 g of 2-{3-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl}ethanol.

후처리

  1. temperatureThe solution is refluxed for 16 hours under nitrogen
  2. filtrationThe mixture is filtered
  3. customevaporated
  4. temperatureThe residue is refluxed with 500 ml of methanol containing 10 ml of concentrated hydrochloric acid until methyl borate
  5. customThe solution is evaporated
  6. distillationthe residue is distilled at 110°-115° (0.7 mm)

출처 및 근거

ORD 기록
ord-23f42f8623e741769a45a5605a83b535
출처 데이터셋
uspto-grants-1988_02
특허 번호
US04727180

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