Hydrochloric Acid → HCID 58562818, compound

HRID 1896867Notes

Reaction equation

HRID 1896867 reaction equation
O1[C:5]2([CH2:10][CH2:9][CH:8]([N:11]3[CH2:16][CH2:15][CH2:14][CH2:13][O:12]3)[CH2:7][CH2:6]2)[O:4]CC1.Cl>C(#N)C>[O:12]1[CH2:13][CH2:14][CH2:15][CH2:16][N:11]1[CH:8]1[CH2:7][CH2:6][C:5](=[O:4])[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58562695HCID 58562695, compound

Product 1

HCID 58562818HCID 58562818, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2-(1,4-dioxaspiro[4.5]decan-8-yl)-1,2-oxazinane (350 mg, 1.54 mmol) from above step A, was dissolved in acetonitrile, treated with 6N HCl, and stirred at room temperature for 18 h. reaction mixture was concentrated in vacuo, treated with saturated NaHCO3 to pH 6. The solvents were removed under vacuum and the residue treated with saturated NaCl (2 mL) and extracted with 4:1 EtOAc/iPrOH (×4). The organic fractions were combined, filtered and evaporated to give the title compound.

Workup

  1. customreaction mixture
  2. concentrationwas concentrated in vacuo
  3. additiontreated with saturated NaHCO3 to pH 6
  4. customThe solvents were removed under vacuum
  5. additionthe residue treated with saturated NaCl (2 mL)
  6. extractionextracted with 4:1 EtOAc/iPrOH (×4)
  7. filtrationfiltered
  8. customevaporated

Sources & evidence

ORD record
ord-3376bc6197fd47c7afff1b48b536423a
Source dataset
uspto-grants-2013_08
Patent number
US08518969B2

Reaction notes

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