Acetic Acid → HCID 58721874, compound
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
Product 1
Reagents, catalysts & solvents 2
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
- customwas consumed
- filtrationwas filtered on silica pad
- customSolvent was evaporated
- dissolutionthe residue was dissolved in CH2Cl2
- washwashed with NaOH 1M
- customThe organic phase was dried
- filtrationfiltered
- customevaporated
Sources & evidence
- ORD record
- ord-88d91984afe34fe0a37be0c38bf14a88
- Source dataset
- uspto-grants-2008_01
- Patent number
- US07320992B2
Reaction notes
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