2,3-Dimethyl-4-methoxyphenylacetonitrile → Ammonia

HRID 494428ノート

反応式

HRID 494428 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]#[N:11])=[C:5]([CH3:12])[C:4]=1[CH3:13].[H][H]>N.[Ni]>[NH3:11].[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][NH2:11])=[C:5]([CH3:12])[C:4]=1[CH3:13]

参加物

6

反応物 2

HCID 5948942,3-Dimethyl-4-methoxyphenylacetonitrileHCID 178418361HCID 178418361、化合物

生成物 2

HCID 222AmmoniaHCID 106789204-Methoxy-2,3-dimethylbenzeneethanamine

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 222Ammonia溶媒

実験手順

A mixture of (4-methoxy-2,3-dimethyl-phenyl)-acetonitrile (200 mg, 1.14 mmol) and Raney® nickel (50 mg) in 2M methanolic ammonia (10 mL) was stirred under 60 psi of hydrogen gas at room temperature for 18 hours. Tlc analysis showed that not all of the starting material had been consumed and so further Raney® nickel (50 mg) in 2M methanolic ammonia (10 mL) was added. The reaction mixture was stirred under 60 psi of hydrogen gas for an additional 18 hours at room temperature and was then filtered through Arbocel®. The filtrate was concentrated in vacuo and the residue was purified by column chromatography on silica gel, eluting with dichloromethane:methanol:0.88 ammonia, 100:0:0 to 90:10:1 to afford the title product as a pale brown solid, 233 mg.

後処理

  1. customhad been consumed
  2. additionso further Raney® nickel (50 mg) in 2M methanolic ammonia (10 mL) was added
  3. filtrationwas then filtered through Arbocel®
  4. concentrationThe filtrate was concentrated in vacuo
  5. customthe residue was purified by column chromatography on silica gel
  6. washeluting with dichloromethane

出典と根拠

ORDレコード
ord-4e63d178ff044cfaab30c4d5f30aaa6f
出典データセット
uspto-grants-2009_05
特許番号
US07538141B2

反応ノート

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