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

HRID 4755ノート

反応式

HRID 4755 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-23f42f8623e741769a45a5605a83b535
出典データセット
uspto-grants-1988_02
特許番号
US04727180

反応ノート

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