Hydrochloric Acid → HCID 55284693, compound

HRID 2192725Notes

Reaction equation

HRID 2192725 reaction equation
[O:1]1[CH2:5][CH2:4][CH2:3][C@@H:2]1[C@H:6]([NH:9]C(=O)OC(C)(C)C)[CH2:7][CH3:8].Cl>O1CCOCC1>[O:1]1[CH2:5][CH2:4][CH2:3][C@@H:2]1[C@H:6]([NH2:9])[CH2:7][CH3:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86638633HCID 86638633, compound

Product 1

HCID 55284693HCID 55284693, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of tert-butyl (R)-1-((R)-tetrahydrofuran-2-yl)propylcarbamate (2.67 g, 11.64 mmol) in 1,4-dioxane (80 ml) was added 5M HCl (5 ml). The reaction was then heated at 70° C. for 5.5 hours and after cooling to RT, the mixture was concentrated in vacuo to afford the title compound; 1H NMR (MeOD) δ1.09 (3H, t, CH3), 1.7 (3H, m), 2.0 (2H, m), 2.15 (1H, m), 3.0 (1H, m), 3.88 (3H, m).

Workup

  1. temperatureafter cooling to RT
  2. concentrationthe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-8c6b493ddf634e9aa16de78209015e6a
Source dataset
uspto-grants-2012_12
Patent number
US08329754B2

Reaction notes

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