[1-(2-Chloro-4-nitrophenyl)pyrrolidin-3-yl]dimethylamine → [1-(4-Amino-2-chlorophenyl)pyrrolidin-3-yl]dimethylamine

HRID 69406

反応式

HRID 69406 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[N:11]1[CH2:15][CH2:14][CH:13]([N:16]([CH3:18])[CH3:17])[CH2:12]1>C(O)(=O)C.[Zn]>[NH2:8][C:6]1[CH:5]=[CH:4][C:3]([N:11]2[CH2:15][CH2:14][CH:13]([N:16]([CH3:17])[CH3:18])[CH2:12]2)=[C:2]([Cl:1])[CH:7]=1

参加物

4

反応物 1

HCID 53440459[1-(2-Chloro-4-nitrophenyl)pyrrolidin-3-yl]dimethylamine

生成物 1

HCID 63164397[1-(4-Amino-2-chlorophenyl)pyrrolidin-3-yl]dimethylamine

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 176Acetic Acid溶媒

反応条件

温度
0 °C

実験手順

Zinc powder (3.0 g) was added in portions to a solution of [1-(2-chloro-4-nitrophenyl)-pyrrolidin-3-yl]dimethylamine (1.9 g) in glacial acetic acid (50 mL) cooled to 0° C. After the addition was complete, the mixture was stirred at room temperature for 30 minutes and then insolubles were filtered off with suction. The filtrate was concentrated in a rotary evaporator, and the residue was partitioned between sodium hydroxide solution and ethyl acetate. The organic phase was dried over magnesium sulfate and concentrated. The product with the molecular weight of 239.75 (C12H18ClN3) was obtained in this way; MS (ESI): 240 (M+H+).

後処理

  1. additionAfter the addition
  2. filtrationinsolubles were filtered off with suction
  3. concentrationThe filtrate was concentrated in a rotary evaporator
  4. customthe residue was partitioned between sodium hydroxide solution and ethyl acetate
  5. dry with materialThe organic phase was dried over magnesium sulfate
  6. concentrationconcentrated
  7. customThe product with the molecular weight of 239.75 (C12H18ClN3) was obtained in this way

出典と根拠

ORDレコード
ord-98142ce713b848e38dead296824b696e
出典データセット
uspto-grants-2014_09
特許番号
US08822495B2

関連ノート

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