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

HRID 987845ノート

反応式

HRID 987845 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 1 N 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 1 N NaOH
  8. dry with materialThe organic layer was dried over MgSO4
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-370c5d1371864e4eba94863d0104b9a6
出典データセット
uspto-grants-2003_10
特許番号
US06632829B2

反応ノート

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