Hydrochloric Acid → HCID 18653590, compound

HRID 1735460Notes

Reaction equation

HRID 1735460 reaction equation
C(OC([NH:8][C@H:9]1[CH2:14][CH2:13][C:12]([CH3:16])([CH3:15])[O:11][C:10]1=[O:17])=O)(C)(C)C.[ClH:18]>CCOC(C)=O>[ClH:18].[NH2:8][C@H:9]1[CH2:14][CH2:13][C:12]([CH3:16])([CH3:15])[O:11][C:10]1=[O:17]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18653592HCID 18653592, compound

Product 1

HCID 18653590HCID 18653590, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

3(S)-(t-Butoxycarbonyl)amino-6,6-dimethyl-tetrahydropyran-2-one (0.36 g, 1.48 mmol) was dissolved in EtOAc (30 mL) and treated with HCl gas at -50° C. for 20 min and stirred at -30° to -50° C. for 20 min. Argon was bubbled into the soln for 10 min, then the soln was concentrated to give 0.265 g (100%) of the title compound as a white solid. 1H NMR (CD3OD) δ4.05-4.15 (m, 1H), 2.2-2.32 (m, 1H), 2.0-2.15 (m, 3H), 1.48 (s, 3H), 1.43 (s, 3H).

Workup

  1. customArgon was bubbled into the soln for 10 min
  2. concentrationthe soln was concentrated

Sources & evidence

ORD record
ord-e1cd70b9c37f486a8e36a1a363c6d505
Source dataset
uspto-grants-1996_07
Patent number
US05536750

Reaction notes

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