3-(Trifluoromethyl)phenol → m-Trifluoromethylphenyl 1-amidino-4-piperidinepropionate hydrochloride

HRID 1388847ノート

反応式

HRID 1388847 の反応式
[ClH:1].[C:2]([N:5]1[CH2:10][CH2:9][CH:8]([CH2:11][CH2:12][C:13]([OH:15])=[O:14])[CH2:7][CH2:6]1)(=[NH:4])[NH2:3].[F:16][C:17]([F:26])([F:25])[C:18]1[CH:19]=[C:20](O)[CH:21]=[CH:22][CH:23]=1.C1(N=C=NC2CCCCC2)CCCCC1>N1C=CC=CC=1>[ClH:1].[C:2]([N:5]1[CH2:10][CH2:9][CH:8]([CH2:11][CH2:12][C:13]([O:15][C:22]2[CH:21]=[CH:20][CH:19]=[C:18]([C:17]([F:26])([F:25])[F:16])[CH:23]=2)=[O:14])[CH2:7][CH2:6]1)(=[NH:3])[NH2:4]

参加物

5

反応物 3

HCID 73763-(Trifluoromethyl)phenolHCID 10868DicyclohexylcarbodiimideHCID 155835121-Amidino-4-piperidinepropionic acid hydrochloride

生成物 1

HCID 70508313m-Trifluoromethylphenyl 1-amidino-4-piperidinepropionate hydrochloride収率 62.1%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

A mixture of 4.0 g of 1-amidino-4-piperidinepropionic acid hydrochloride and 2.75 g of m-trifluoromethylphenol was suspended in 27 ml of dry pyridine. To the suspension was added 3.5 g of dicyclohexylcarbodiimide, and the resulting mixture was stirred at room temperature for 6 hours. After removal of any insoluble materials, the solvent was removed. The residue was washed with ether, dissolved in chloroform and then stirred. After removal of any insoluble materials, the filtrate was washed twice with a saturated sodium chloride solution and then dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure to obtain 4.0 g (yield: 62.0%) of m-trifluoromethylphenyl 1-amidino-4-piperidinepropionate hydrochloride as colorless crystals having a melting point of 97° to 100° C.

後処理

  1. customAfter removal of any insoluble materials
  2. customthe solvent was removed
  3. washThe residue was washed with ether
  4. dissolutiondissolved in chloroform
  5. stirringstirred
  6. customAfter removal of any insoluble materials
  7. washthe filtrate was washed twice with a saturated sodium chloride solution
  8. dry with materialdried over anhydrous sodium sulfate
  9. customThe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-cd0940ffb03942e794163208124b35a5
出典データセット
uspto-grants-1984_02
特許番号
US04433152

反応ノート

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