3-(Propan-2-yloxy)benzonitrile → 1-(3-Isopropoxyphenyl)methanamine

HRID 1510112

反応式

HRID 1510112 の反応式
[CH:1]([O:4][C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)[C:8]#[N:9])([CH3:3])[CH3:2]>CCO.[Ni]>[CH:1]([O:4][C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)[CH2:8][NH2:9])([CH3:3])[CH3:2]

参加物

4

反応物 1

HCID 223440163-(Propan-2-yloxy)benzonitrile

生成物 1

HCID 27609351-(3-Isopropoxyphenyl)methanamine

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 702Ethanol溶媒

実験手順

A 500 mL Parr bottle was flushed with argon, then 3-isopropoxybenzonitrile (32 g, 198 mmol) was added and diluted with 150 mL EtOH. The reaction was charged with ˜2 mL of an aq. slurry of Raney Nickel, then affixed to a Parr hydrogenation apparatus. The flask was evacuated and flushed with N2 three times before being charged with 40 psi H2. The flask was allowed to shake for 3 hr over which time the flask was recharged to 40 psi and consumption of gas ceased. HPLC/MS showed no starting material so the catalyst was carefully filtered without drying and washed with EtOH. The filtrate was concentrated and purified on an Isco automated system affixed with a Biotage Flash 40(M) cartridge eluted with 0-5% (MeOH+0.5M NH3) in CH2Cl2 over 30 min at 40 mL/min to give the product.

後処理

  1. customA 500 mL Parr bottle was flushed with argon
  2. customThe flask was evacuated
  3. customflushed with N2 three times
  4. additionbefore being charged with 40 psi H2
  5. customthe flask was recharged to 40 psi and consumption of gas
  6. filtrationwas carefully filtered
  7. customwithout drying
  8. washwashed with EtOH
  9. concentrationThe filtrate was concentrated
  10. custompurified on an Isco automated system
  11. washeluted with 0-5% (MeOH+0.5M NH3) in CH2Cl2 over 30 min at 40 mL/min
  12. customto give the product

出典と根拠

ORDレコード
ord-1f248b8047cf474ba9d3d65866d9ad28
出典データセット
uspto-grants-2012_07
特許番号
US08211904B2

関連ノート

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