Acetic Acid → HCID 58721874, compound

HRID 2251838Notes

Reaction equation

HRID 2251838 reaction equation
[CH3:1][O:2][CH2:3][C:4]([C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][CH:8]=1)([CH3:6])[CH3:5].CC(O)=O>C1COCC1.[Zn]>[CH3:1][O:2][CH2:3][C:4]([C:7]1[CH:8]=[CH:9][C:10]([NH2:13])=[CH:11][CH:12]=1)([CH3:6])[CH3:5]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 67546464HCID 67546464, compound

Product 1

HCID 58721874HCID 58721874, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 8028TetrahydrofuranSolvent

Procedure

1-(2-Methoxy-1,1-dimethyl-ethyl)-4-nitro-benzene (1 eq) was dissolved in THF (40 mL/mmol) at 0° C. and HOAc (20 eq) was added, followed by Zn dust (30 eq). The mixture was stirred at RT until the starting material was consumed and was filtered on silica pad. Solvent was evaporated, the residue was dissolved in CH2Cl2 and washed with NaOH 1M. The organic phase was dried, filtered and evaporated to give the amine.

Workup

  1. customwas consumed
  2. filtrationwas filtered on silica pad
  3. customSolvent was evaporated
  4. dissolutionthe residue was dissolved in CH2Cl2
  5. washwashed with NaOH 1M
  6. customThe organic phase was dried
  7. filtrationfiltered
  8. customevaporated

Sources & evidence

ORD record
ord-88d91984afe34fe0a37be0c38bf14a88
Source dataset
uspto-grants-2008_01
Patent number
US07320992B2

Reaction notes

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