Borane;tetrahydrofuran → 3-Amino-3-(3-(trifluoromethyl)phenyl)propan-1-ol

HRID 220667ノート

反応式

HRID 220667 の反応式
B.O1CCCC1.[NH2:7][CH:8]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=1)[CH2:9][C:10](O)=[O:11]>>[NH2:7][CH:8]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:20])([F:21])[F:22])[CH:14]=1)[CH2:9][CH2:10][OH:11]

参加物

3

反応物 2

HCID 2723981Borane;tetrahydrofuranHCID 27830533-amino-3-[3-(trifluoromethyl)phenyl]propanoic acid

生成物 1

HCID 27662143-Amino-3-(3-(trifluoromethyl)phenyl)propan-1-ol

実験手順

With ice cooling and under argon, 10.9 ml (10.94 mmol) of borane-tetrahydrofuran complex (1M in THF) were introduced. Then 850 mg (3.65 mmol) of 3-amino-3-[3-(trifluoromethyl)phenyl]propanoic acid were added. After 5 minutes, the cooling bath was removed and the mixture was stirred at RT overnight and for 4 h at reflux. After cooling to RT, pieces of ice were added until the evolution of gas came to an end. The mixture was rendered alkaline with 1M aqueous sodium hydroxide solution, diluted with water to a volume of approximately 150 ml, and extracted three times with dichloromethane. The combined organic phases were dried over sodium sulphate, filtered and freed from the solvent on a rotary evaporator. Drying in an HV gave 744 mg (85% of theory) of the title compound in 92% purity.

後処理

  1. customthe cooling bath was removed
  2. temperatureat reflux
  3. temperatureAfter cooling to RT
  4. additionpieces of ice were added until the evolution of gas
  5. additiondiluted with water to a volume of approximately 150 ml
  6. extractionextracted three times with dichloromethane
  7. dry with materialThe combined organic phases were dried over sodium sulphate
  8. filtrationfiltered
  9. customfreed from the solvent on a rotary evaporator
  10. customDrying in an HV

出典と根拠

ORDレコード
ord-925f3f73855946de83af15ec7d2103ad
出典データセット
uspto-grants-2012_06
特許番号
US08202895B2

反応ノート

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