Hydrochloric Acid → 3-Amino-4,4-dimethyl-1-phenylazepan-2-one

HRID 529479Notes

Reaction equation

HRID 529479 reaction equation
[CH3:1][C:2]1([CH3:24])[CH2:8][CH2:7][CH2:6][N:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:4](=[O:15])[CH:3]1[NH:16]C(=O)OC(C)(C)C.Cl>O1CCOCC1>[NH2:16][CH:3]1[C:2]([CH3:24])([CH3:1])[CH2:8][CH2:7][CH2:6][N:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:4]1=[O:15]

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 68292213Tert-butyl 4,4-dimethyl-2-oxo-1-phenylazepan-3-ylcarbamate

Product 1

HCID 682916973-Amino-4,4-dimethyl-1-phenylazepan-2-oneYield 84%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a round bottom flask was added tert-butyl 4,4-dimethyl-2-oxo-1-phenylazepan-3-ylcarbamate (6.5 mg, 0.020 mmol) and 4 N HCl in dioxane (1 mL). The reaction was stirred at rt for 1 hr. The solvent was removed to give 3-amino-4,4-dimethyl-1-phenylazepan-2-one (3.8 mg, 0.016 mmol, 84% yield) as the mono hydrochloride salt. Anal. Calcd. for C14H20N2O m/z 232.2. found: 233.2 (M+H)+.

Workup

  1. customThe solvent was removed

Sources & evidence

ORD record
ord-60f9ea43ae684b4494b181e56ee5c246
Source dataset
uspto-grants-2016_05
Patent number
US09346852B2

Reaction notes

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