Aluminium lithium hydride → 2-(4-Chloro-2-methoxyphenyl)ethanamine

HRID 510695ノート

反応式

HRID 510695 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[N+:10]([O-])=O)=[C:4]([O:13][CH3:14])[CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][NH2:10])=[C:4]([O:13][CH3:14])[CH:3]=1

参加物

4

反応物 2

HCID 21226445Aluminium lithium hydrideHCID 670805334-Chloro-2-methoxy-1-(2-nitroethenyl)benzene

生成物 1

HCID 582446162-(4-Chloro-2-methoxyphenyl)ethanamine収率 75.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

(E)-4-chloro-2-methoxy-1-(2-nitrovinyl)benzene (245 mg, 1.15 mmol) was diluted with THF (1 mL), placed under nitrogen and cooled to 0° C. LAH (4588 μL, 4.59 mmol) was added dropwise and the reaction was stirred for 5 hours warming to ambient temperature. The reaction was cooled to 0° C. and quenched with 174 μL of water, 174 μL of 15% NaOH and 522 μL water. After stirring for 1 hour, ethyl acetate and MgSO4 was added. The reaction mixture was filtered and concentrated to yield 2-(4-chloro-2-methoxyphenyl)ethanamine (160 mg, 0.862 mmol, 75.1% yield).

後処理

  1. temperaturewarming to ambient temperature
  2. temperatureThe reaction was cooled to 0° C.
  3. customquenched with 174 μL of water, 174 μL of 15% NaOH and 522 μL water
  4. stirringAfter stirring for 1 hour
  5. additionethyl acetate and MgSO4 was added
  6. filtrationThe reaction mixture was filtered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-ab5b4f0d283b480c9d46e6169b66bce9
出典データセット
uspto-grants-2015_08
特許番号
US09096567B2

反応ノート

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