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Potassium Carbonate → Methyl 4-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl)piperazine-2-carboxylate

HRID 1807777
ノート
印刷プレビュー

反応式

HRID 1807777 の反応式
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([OH:18])([C:14]([F:17])([F:16])[F:15])[C:10]([F:13])([F:12])[F:11])=[CH:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+].Cl.Cl.[NH:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH:28]1[C:33]([O:35][CH3:36])=[O:34]>C(#N)C>[F:11][C:10]([F:13])([F:12])[C:9]([C:6]1[CH:7]=[CH:8][C:3]([CH2:2][N:30]2[CH2:31][CH2:32][NH:27][CH:28]([C:33]([O:35][CH3:36])=[O:34])[CH2:29]2)=[CH:4][CH:5]=1)([OH:18])[C:14]([F:17])([F:16])[F:15]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 2760425Methyl Piperazine-2-carboxylate DihydrochlorideHCID 235273962-[4-(Bromomethyl)phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol

生成物 1

HCID 86638569Methyl 4-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl)piperazine-2-carboxylate収率 25.1%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile
溶媒

実験手順

2-(4-(Bromomethyl)phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (4.61 mmol, 1.553 g), potassium carbonate (13.82 mmol, 1.910 g) and methyl piperazine-2-carboxylate dihydrochloride (4.61 mmol, 1 g) were combined and stirred at room temperature overnight in acetonitrile (25 mL). The reaction mixture was filtered and the solid washed with ethyl acetate. The organic was concentrated under reduced pressure. The resulting residue was purified by silica column chromatography (eluant dichloromethane/methanol/ammonia 95/5/0.5) to afford the title compound (464 mg).

後処理

  1. filtrationThe reaction mixture was filtered
  2. washthe solid washed with ethyl acetate
  3. concentrationThe organic was concentrated under reduced pressure
  4. customThe resulting residue was purified by silica column chromatography (eluant dichloromethane/methanol/ammonia 95/5/0.5)

出典と根拠

ORDレコード
ord-87d787044aec4f3b9858100da55ff0ef
出典データセット
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08357679B2

反応ノート

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