Hydrochloric Acid → HCID 66763587, compound

HRID 474383Notes

Reaction equation

HRID 474383 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][CH:5]([NH:15]C(=O)OC(C)(C)C)[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-:14])=[O:13])[CH:7]=1.Cl>CO>[CH3:1][O:2][CH2:3][CH2:4][CH:5]([NH2:15])[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-:14])=[O:13])[CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68096871HCID 68096871, compound

Product 1

HCID 66763587HCID 66763587, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of tert-butyl [3-methoxy-1-(3-nitrophenyl)propyl]carbamate (1.5 g; 4.83 mmol; 1.00 eq.) in MeOH (2 mL) was added hydrogen chloride (12.08 ml; 4.00 M; 48.33 mmol; 10.00 eq.). The mixture was stirred for 2 h. After removal of the solvent, the residue was diluted with EtOAc, washed with K2CO3 solution, dried and concentrated. The crude product (1.0 g) was used as such for the next reaction without purification. LCMS [211 (M+1)].

Workup

  1. customAfter removal of the solvent
  2. additionthe residue was diluted with EtOAc
  3. washwashed with K2CO3 solution
  4. customdried
  5. concentrationconcentrated
  6. customsuch for the next reaction
  7. customwithout purification

Sources & evidence

ORD record
ord-d1426ffea9494f66b15f8bd7819bad88
Source dataset
uspto-grants-2014_01
Patent number
US08637532B2

Reaction notes

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