Hydrochloric Acid → Hydrochloric Acid

HRID 520769Notes

Reaction equation

HRID 520769 reaction equation
C(OC(=O)[NH:7][C@@H:8]([CH:14]([CH3:16])[CH3:15])[C:9]([N:11]([CH3:13])[CH3:12])=[O:10])(C)(C)C.[ClH:18].O1CCOCC1>>[NH2:7][C@@H:8]([CH:14]([CH3:16])[CH3:15])[C:9]([N:11]([CH3:13])[CH3:12])=[O:10].[ClH:18]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 10944665HCID 10944665, compound

Product 2

HCID 313Hydrochloric AcidHCID 14963845HCID 14963845, compound

Procedure

In a 100 mL round bottom flask, (S)-tert-butyl(1-(dimethylamino)-3-methyl-1-oxobutan-2-yl)carbamate S2 (4.65 g, 19.3 mmol, 1.00 equiv.) is allowed to stir with a 4.0 M solution of hydrochloric acid in dioxane (28.9 mL, 116 mmol, 6.00 equiv.) for 1.5 h at 22° C. under air, after which the solution is purged with nitrogen for 30 min (removal of HCl gas) and the solvent is removed under reduced pressure to yield (S)-2-amino-N,N,3-trimethylbutanamide as HCl salt S3, which is used without purification in the subsequent condensation.

Workup

  1. customafter which the solution is purged with nitrogen for 30 min
  2. custom(removal of HCl gas)
  3. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-7ca75b2c26a1480b862de356789dfb58
Source dataset
uspto-grants-2016_05
Patent number
US09328061B2

Reaction notes

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