Hydrochloric Acid → HCID 66763587, compound

HRID 578619Notes

Reaction equation

HRID 578619 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-afdbfa23477c404cbb68bdebfc1bb53b
Source dataset
uspto-grants-2015_05
Patent number
US09040560B2

Reaction notes

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