Tetrabutylammonium Fluoride → 2-(5-(trifluoromethyl)-1H-indol-3-yl)ethanamine

HRID 1700380ノート

反応式

HRID 1700380 の反応式
C([Si](CC)(CC)[C:4]1[NH:5][C:6]2[C:11]([C:12]=1[CH2:13][CH2:14][NH2:15])=[CH:10][C:9]([C:16]([F:19])([F:18])[F:17])=[CH:8][CH:7]=2)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[F:18][C:16]([F:17])([F:19])[C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[NH:5][CH:4]=[C:12]2[CH2:13][CH2:14][NH2:15]

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 120301422-[2-(Triethylsilyl)-5-(trifluoromethyl)-1H-indol-3-yl]ethylamine

生成物 1

HCID 120301362-(5-(trifluoromethyl)-1H-indol-3-yl)ethanamine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

3.8 g of the compound obtained in Step C are stirred for 72 hours at ambient temperature in 200 ml of tetrahydrofuran and 10 ml of a 1 M solution of tetrabutylammonium fluoride in tetrahydrofuran in the presence of 1 g of 3 Å molecular sieve. After filtering off the resin and evaporating to dryness, the residue is taken up in 100 ml of 1N HCl and washed with dichloromethane. The aqueous phase is then rendered alkaline and extracted with dichloromethane and the combined organic phases are worked up in customary manner. The product obtained crystallises as the hydrochloride in an ethanol-diethyl ether-hydrogen chloride mixture.

後処理

  1. filtrationAfter filtering off the resin
  2. customevaporating to dryness
  3. washwashed with dichloromethane
  4. extractionextracted with dichloromethane
  5. customThe product obtained
  6. customcrystallises as the hydrochloride in an ethanol-diethyl ether-hydrogen chloride mixture

出典と根拠

ORDレコード
ord-bd2138c5de524aaaa69892de73911402
出典データセット
uspto-grants-2002_02
特許番号
US06350757B1

反応ノート

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