Dichloromethane → HCID 12724456, compound

HRID 1272562Notes

Reaction equation

HRID 1272562 reaction equation
[C:1]1([N:7]([C:10]([CH3:13])([CH3:12])[CH3:11])[N:8]=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.ClCCl.[OH-].[Na+]>O.C(O)(=O)C.[Zn]>[C:1]1([N:7]([C:10]([CH3:13])([CH3:12])[CH3:11])[NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

7

Reactant 3

HCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 3336608Phenyl-t-butylnitrosoamine

Product 1

HCID 12724456HCID 12724456, compound

Reagents, catalysts & solvents 3

HCID 23994ZincCatalystHCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

To a stirred suspension of zinc dust (5.14 g, 0.079 mol) in water (15 ml) was added dropwise a solution of the compound of Example 560B (3.5 g, 0.02 mol) in acetic acid (9 ml) and the resultant mixture was stirred for 1 hr at r.t. Dichloromethane (20 ml) was added, the mixture was adjusted to pH 8–9 with 15% NaOH, The zinc dust was removed by filtration, and the crude reaction mixture was extracted with dichloromethane. The combined organic layers were dried (MgSO4). Yield 1.97 g (60%).

Workup

  1. customThe zinc dust was removed by filtration
  2. customthe crude reaction mixture
  3. extractionwas extracted with dichloromethane
  4. dry with materialThe combined organic layers were dried (MgSO4)

Sources & evidence

ORD record
ord-6f7aef11cd1b4f2087eb27c0ade76eb7
Source dataset
uspto-grants-2007_04
Patent number
US07208517B1

Reaction notes

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