Hydrochloric Acid → Hydrochloric Acid

HRID 2361722Notes

Reaction equation

HRID 2361722 reaction equation
[C:1]12([NH:12]C(=O)OC(C)(C)C)[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:3]([O:4][CH2:5]3)[CH2:2]1)[CH2:9]2.[ClH:20]>O1CCOCC1>[ClH:20].[C:1]12([NH2:12])[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:3]([O:4][CH2:5]3)[CH2:2]1)[CH2:9]2.[ClH:20]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 71007826HCID 71007826, compound

Product 2

HCID 313Hydrochloric AcidHCID 71008178HCID 71008178, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

The carbamate 16C (0.1 mmol) in 1,4-dioxane (1 mL) was diluted with a solution of 4 N HCl in dioxane (0.5 mL) and the reaction mixture was maintained at rt for 2 h. The reaction mixture was concentrated and the residue was dissolved in water (2 mL). The aqueous layer was washed with EtOAc (3×5 mL) and concentrated to provide amine 16 in 80% yield as a hydrochloric acid salt.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. dissolutionthe residue was dissolved in water (2 mL)
  3. washThe aqueous layer was washed with EtOAc (3×5 mL)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-87a7a6356f834c0fadd646b5fbee8477
Source dataset
uspto-grants-2014_04
Patent number
US08691808B2

Reaction notes

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