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

HRID 2229913노트

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HRID 2229913 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

HCID 108449753-Cyanomethyl-2,4,6-trimethylaniline수율 69%

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 887Methanol용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-370b37cd68d548e287ad552ad863560f
출처 데이터셋
uspto-grants-2002_07
특허 번호
US06420567B1

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