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tert-Butyl 4-(3-carbamoylpropyl)piperidine-1-carboxylate → 4-(Piperidin-4-yl)butanamide

HRID 2376848
ノート
印刷プレビュー

反応式

HRID 2376848 の反応式
[C:1]([CH2:4][CH2:5][CH2:6][CH:7]1[CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9][CH2:8]1)(=[O:3])[NH2:2]>FC(F)(F)C(O)=O>[NH:10]1[CH2:11][CH2:12][CH:7]([CH2:6][CH2:5][CH2:4][C:1]([NH2:2])=[O:3])[CH2:8][CH2:9]1
参加物実験手順後処理出典と根拠反応ノート

参加物

3

反応物 1

HCID 21949352tert-Butyl 4-(3-carbamoylpropyl)piperidine-1-carboxylate

生成物 1

HCID 219492354-(Piperidin-4-yl)butanamide収率 230.8%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

tert-Butyl 4-(3-carbamoylpropyl)piperidine-1-carboxylate (0.38 g, 1.4 mmol, Production example 44-1) was dissolved in trifluoroacetic acid (2 ml) and the reaction mixture was stirred at room temperature for 20 minutes. The reaction mixture was concentrated under reduced pressure and then azeotropically distilled with toluene. The residue was partitioned between tetrahydrofuran and a saturated aqueous solution of sodium hydrogencarbonate; and the organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure; and the residue was purified by silica gel chromatography (Fuji Silysia NH, ethyl acetate-methanol system) to yield the title compound (0.55 g, quantitative) as pale yellow oil.

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. distillationazeotropically distilled with toluene
  3. customThe residue was partitioned between tetrahydrofuran
  4. dry with materialand the organic layer was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customand the residue was purified by silica gel chromatography (Fuji Silysia NH, ethyl acetate-methanol system)

出典と根拠

ORDレコード
ord-521f21048bb84c4a8ae59f72a73e724a
出典データセット
uspto-grants-2008_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07468380B2

反応ノート

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