Hydrazine hydrate (1:1) → tert-Butyl 4-(3-aminopropyl)piperidine-1-carboxylate

HRID 1978341ノート

反応式

HRID 1978341 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:15]3[C:20](=O)[NH:19]C(=O)C3(CCC)C=CC=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].O.NN>C(O)C>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][CH2:20][NH2:19])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 219936813-(1-Tert-butoxycarbonyl-4-piperidyl)-1-propylphthalimide

生成物 1

HCID 22990164tert-Butyl 4-(3-aminopropyl)piperidine-1-carboxylate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of 20.24 g (54.34 mM) of 3-(1-tert-butoxycarbonyl-4-piperidyl)-1-propylphthalimide in 350 ml of ethanol was added 7.9 ml (163 mM) of hydrazine monohydrate and the mixture was refluxed for one hour. After cooling to room temperature, the resulting precipitate (phthalide) was filtered off and washed with a small amount of ethanol. The filtrate and washes were pooled and the solvent was distilled off under reduced pressure. The residue was extracted with chloroform and the organic layer was washed with saturated aqueous solution of sodium chloride and dried over MgSO4. The solvent was then distilled off under reduced pressure to provide the title compound. Light-yellow oil. Yield 13.08 g (99%)

後処理

  1. temperaturethe mixture was refluxed for one hour
  2. filtrationthe resulting precipitate (phthalide) was filtered off
  3. washwashed with a small amount of ethanol
  4. distillationthe solvent was distilled off under reduced pressure
  5. extractionThe residue was extracted with chloroform
  6. washthe organic layer was washed with saturated aqueous solution of sodium chloride
  7. dry with materialdried over MgSO4
  8. distillationThe solvent was then distilled off under reduced pressure

出典と根拠

ORDレコード
ord-e54714cc4c9846cd8831f3ea4ed0d582
出典データセット
uspto-grants-2001_05
特許番号
US06235731B1

反応ノート

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