4-Azido-7-cyanochroman → 4-Aminochroman-7-carbonitrile

HRID 1269443ノート

反応式

HRID 1269443 の反応式
[N:1]([CH:4]1[C:13]2[C:8](=[CH:9][C:10]([C:14]#[N:15])=[CH:11][CH:12]=2)[O:7][CH2:6][CH2:5]1)=[N+]=[N-]>CCOC(C)=O>[NH2:1][CH:4]1[C:13]2[C:8](=[CH:9][C:10]([C:14]#[N:15])=[CH:11][CH:12]=2)[O:7][CH2:6][CH2:5]1

参加物

3

反応物 1

HCID 184485894-Azido-7-cyanochroman

生成物 1

HCID 223499724-Aminochroman-7-carbonitrile

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

4-Azido-7-cyanochroman (4.3 g, 21 mmol) was dissolved in EtOAc (200 mL) and purged with N2. Pd/C (10%, 0.6 g) was added and the reaction was purged with N2. The reaction was purged with H2 and rapidly stirred under a H2 atmosphere until consumption of starting material was complete by TLC analysis (approximately 1 h). The reaction was purged with N2, and filtered through Celite®. The Celite® was washed with MeOH. The solution was concentrated in vacuo to provide a residue which was purified by column chromatography (silica, 3% MeOH in CH2Cl2 plus 0.5% NH4OH) to provide the title compound.

後処理

  1. custompurged with N2
  2. additionPd/C (10%, 0.6 g) was added
  3. customthe reaction was purged with N2
  4. customThe reaction was purged with H2
  5. customwas complete by TLC analysis (approximately 1 h)
  6. customThe reaction was purged with N2
  7. filtrationfiltered through Celite®
  8. washThe Celite® was washed with MeOH
  9. concentrationThe solution was concentrated in vacuo
  10. customto provide a residue which
  11. customwas purified by column chromatography (silica, 3% MeOH in CH2Cl2 plus 0.5% NH4OH)

出典と根拠

ORDレコード
ord-9d687485ad064c4096457efec0b87bdc
出典データセット
uspto-grants-2007_04
特許番号
US07199244B2

反応ノート

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