Ammonia → alpha-Amino-1,3-benzodioxole-5-acetonitrile

HRID 382896

反応式

HRID 382896 の反応式
[CH:1]1[C:6]([CH:7]=O)=[CH:5][C:4]2[O:9][CH2:10][O:11][C:3]=2[CH:2]=1.[NH3:12].[NH4+:13].[Cl-].[C-:15]#N.[K+].[O-]S([O-])(=O)=O.[Mg+2]>C1COCC1>[NH2:12][CH:7]([C:6]1[CH:1]=[CH:2][C:3]2[O:11][CH2:10][O:9][C:4]=2[CH:5]=1)[C:15]#[N:13]

参加物

7

反応物 5

HCID 222AmmoniaHCID 8438PiperonalHCID 9032Potassium CyanideHCID 24083Sulfuric acid magnesium salt (1:1)HCID 25517Ammonium Chloride

生成物 1

HCID 4405684alpha-Amino-1,3-benzodioxole-5-acetonitrile

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Piperonal (6.00 g) is dissolved in THF (25 mL) and aq. NH3 (58%, 4.2 mL), NH4Cl (3.3 g) and KCN (3.9 g) are added. The mixture is stirred efficiently for 24 h. MgSO4 is added and the mixture stirred for 30 min., filtered and washed with THF The filtrate is evaporated under reduced pressure and the residue purified by FC (Et2O/petrol ether 1:2,→2:1,→Et2O). Aminonitrile W-99 is obtained as a brown, unstable oil (2.87 g). The hydrochloride salt is precipitated from sat. HCl/Et2O for analytical purposes.

後処理

  1. stirringthe mixture stirred for 30 min.
  2. filtrationfiltered
  3. washwashed with THF The filtrate
  4. customis evaporated under reduced pressure
  5. customthe residue purified by FC (Et2O/petrol ether 1:2,→2:1,→Et2O)

出典と根拠

ORDレコード
ord-ed0297be245e41a784d8d777021bd689
出典データセット
uspto-grants-2001_10
特許番号
US06310211B1

関連ノート

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