Hydrochloric Acid → Hydrochloric Acid

HRID 2361716Notes

Reaction equation

HRID 2361716 reaction equation
[O:1]=[C:2]1[CH:10]2[CH2:11][C:6]3([NH:13]C(=O)OC(C)(C)C)[CH2:7][CH:8]([CH2:12][CH:4]([CH2:5]3)[O:3]1)[CH2:9]2.[ClH:21]>O1CCOCC1>[ClH:21].[NH2:13][C:6]12[CH2:11][CH:10]3[CH2:9][CH:8]([CH2:12][CH:4]([O:3][C:2]3=[O:1])[CH2:5]1)[CH2:7]2.[ClH:21]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 71038080HCID 71038080, compound

Product 2

HCID 313Hydrochloric AcidHCID 71007977HCID 71007977, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of lactone 13A (0.17 mmol) in 1,4-dioxane (2 mL) was added a solution of 4 N HCl in dioxane (1.0 mL) and the mixture was maintained at rt for 16 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 13 in 95% 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-d1afa8d753464671ab16ea024bf39517
Source dataset
uspto-grants-2014_04
Patent number
US08691808B2

Reaction notes

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