1-(2-(4-Nitrophenoxy)ethyl)pyrrolidine → 4-(2-(Pyrrolidin-1-yl)ethoxy)aniline

HRID 1827510

反応式

HRID 1827510 の反応式
[N+:1]([C:4]1[CH:17]=[CH:16][C:7]([O:8][CH2:9][CH2:10][N:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)=[CH:6][CH:5]=1)([O-])=O>[Pd].C(OCC)(=O)C>[N:11]1([CH2:10][CH2:9][O:8][C:7]2[CH:6]=[CH:5][C:4]([NH2:1])=[CH:17][CH:16]=2)[CH2:15][CH2:14][CH2:13][CH2:12]1

参加物

4

反応物 1

HCID 4198581-(2-(4-Nitrophenoxy)ethyl)pyrrolidine

生成物 1

HCID 64937494-(2-(Pyrrolidin-1-yl)ethoxy)aniline収率 198.2%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

実験手順

Two identical reactions were set up side-by-side as follows. To a mixture of 1-[2-(4-nitro-phenoxy)-ethyl]-pyrrolidine (17.61 g, 74.5 mmol) and 5% palladium on carbon (2.0 g) was added 125 mL of ethyl acetate. The reaction mixture was hydrogenated at 45 psi at room temperature for 3 hr. The mixture was filtered through diatomaceous earth under nitrogen, and the filter cake was washed with ethyl acetate and methanol. The combined filtrates from both reactions were concentrated to yield 30.46 g (99%) of the title compound. MS 207.2 (M+1)+

後処理

  1. filtrationThe mixture was filtered through diatomaceous earth under nitrogen
  2. washthe filter cake was washed with ethyl acetate and methanol
  3. concentrationThe combined filtrates from both reactions were concentrated

出典と根拠

ORDレコード
ord-d624c948539946008b790b700aadc061
出典データセット
uspto-grants-2006_05
特許番号
US07053212B2

関連ノート

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