1,1-Dimethylethyl 4-[(1E)-4-(dimethoxyphosphinyl)-3-oxo-1-buten-1-yl]-1-piperidinecarboxylate → HCID 21993678、化合物

HRID 1978367ノート

反応式

HRID 1978367 の反応式
[CH3:1][O:2][P:3]([CH2:7][C:8](=[O:24])/[CH:9]=[CH:10]/[CH:11]1[CH2:16][CH2:15][N:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:13][CH2:12]1)([O:5][CH3:6])=[O:4]>CO.[Pd]>[CH3:1][O:2][P:3]([CH2:7][C:8](=[O:24])[CH2:9][CH2:10][CH:11]1[CH2:12][CH2:13][N:14]([C:17]([O:19][C:20]([CH3:22])([CH3:21])[CH3:23])=[O:18])[CH2:15][CH2:16]1)([O:5][CH3:6])=[O:4]

参加物

4

反応物 1

HCID 1317225781,1-Dimethylethyl 4-[(1E)-4-(dimethoxyphosphinyl)-3-oxo-1-buten-1-yl]-1-piperidinecarboxylate

生成物 1

HCID 21993678HCID 21993678、化合物

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

A solution of 5.443 g (15.062 mM) of tert-butyl (E)-4-[4-(dimethoxyphosphoryl)-3-oxo-1-butenyl]piperidine-1-carboxylate in 50 ml of methanol was subjected to hydrogenation using 3 g of 10% palladium-on-carbon (50% hydrous) as a catalyst at room temperature and atmospheric pressure until the starting material had been no longer detected. The catalyst was removed by filtration with the aid of celite and the catalyst was washed with methanol. The filtrate and washes were pooled and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate:1/1 to ethyl acetate) to provide the title compound.

後処理

  1. customat room temperature
  2. customThe catalyst was removed by filtration with the aid of celite
  3. washthe catalyst was washed with methanol
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (hexane-ethyl acetate:1/1 to ethyl acetate)

出典と根拠

ORDレコード
ord-68d15202cf8b4550b80bd92b7b03beb8
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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