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

HRID 2301446

反応式

HRID 2301446 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
  4. customThe filtrate is 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-2b2b0778e3e54a11be5f751f58d9a175
出典データセット
uspto-grants-2002_12
特許番号
US06500842B1

関連ノート

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