Hydrochloric Acid → HCID 66799314, compound

HRID 1193386Notes

Reaction equation

HRID 1193386 reaction equation
O1[C:5]2([CH2:10][CH2:9][CH:8]([O:11][C:12]3[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=3)[CH2:7][CH2:6]2)[O:4]CC1.Cl>CO>[N:15]1[CH:16]=[CH:17][C:12]([O:11][CH:8]2[CH2:7][CH2:6][C:5](=[O:4])[CH2:10][CH2:9]2)=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66799224HCID 66799224, compound

Product 1

HCID 66799314HCID 66799314, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-(1,4-Dioxaspiro[4.5]decan-8-yloxy)pyridine (1.6 g, 6.808 mmol, 1.0 eq.) was dissolved in MeOH (16 ml). 6 M HCl solution (16 ml) was added at 0° C. to the solution and the mixture was then stirred for 16 hours at RT. After monitoring by TLC, the solvent was removed under reduced pressure and the residue was taken up in water (50 ml), adjusted to pH 9 with NaHCO3 solution and extracted with DCM (2×75 ml). The combined org. phases were washed with water and sat. NaCl solution (in each case 100 ml), dried over sodium sulfate and concentrated under reduced pressure and dried. The crude product was used in the next stage without being purified further. Yield: 89% (1.15 g, 6.052 mmol)

Workup

  1. customthe solvent was removed under reduced pressure
  2. extractionextracted with DCM (2×75 ml)
  3. washphases were washed with water and sat. NaCl solution (in each case 100 ml),
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customdried
  7. customwithout being purified further

Sources & evidence

ORD record
ord-6ceafe5d940043aba5d45c4ed6ef1cea
Source dataset
uspto-grants-2014_03
Patent number
US08680159B2

Reaction notes

Loading…