Ammonium Chloride → 3-Cyanomethyl-2,4,6-trimethylaniline

HRID 2229913ノート

反応式

HRID 2229913 の反応式
[C:1]([CH2:3][C:4]1[C:5]([CH3:15])=[C:6]([N+:12]([O-])=O)[C:7]([CH3:11])=[CH:8][C:9]=1[CH3:10])#[N:2].[Cl-].[NH4+]>CO.[Zn]>[C:1]([CH2:3][C:4]1[C:5]([CH3:15])=[C:6]([C:7]([CH3:11])=[CH:8][C:9]=1[CH3:10])[NH2:12])#[N:2]

参加物

5

反応物 2

HCID 25517Ammonium ChlorideHCID 106796973-Cyanomethyl-1-nitro-2,4,6-trimethylbenzene

生成物 1

HCID 108449753-Cyanomethyl-2,4,6-trimethylaniline収率 69%

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 887Methanol溶媒

実験手順

To a solution of 3-cyanomethyl-1-nitro-2,4,6-trimethylbenzene (5.8 g in methanol (150 mL) were sequentially added ammonium chloride (6 g in 50 mL of water), zinc powder (6 g). The exothermic reaction was vigorously stirred until it was back to RT (2 h). To work up the crude mixture was filtered off and the cake was washed with methanol. The methanolic solutions were concentrated and the residue partitioned between ethyl acetate and 1N NaOH. The organic layer was dried over MgSO4 and concentrated to give 3-cyanomethyl-2,4,6-trimethylaniline as a light brown solid (3.4 g, 69%).

後処理

  1. customThe exothermic reaction
  2. customwas back to RT
  3. custom(2 h)
  4. filtrationwas filtered off
  5. washthe cake was washed with methanol
  6. concentrationThe methanolic solutions were concentrated
  7. customthe residue partitioned between ethyl acetate and 1N NaOH
  8. dry with materialThe organic layer was dried over MgSO4
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-370b37cd68d548e287ad552ad863560f
出典データセット
uspto-grants-2002_07
特許番号
US06420567B1

反応ノート

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