Hydrochloric Acid → 4-(2-Methoxyethoxy)cyclohexanone

HRID 1968962Notes

Reaction equation

HRID 1968962 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][CH:6]1[CH2:15][CH2:14][C:9]2(OCC[O:10]2)[CH2:8][CH2:7]1.Cl>C1COCC1>[CH3:1][O:2][CH2:3][CH2:4][O:5][CH:6]1[CH2:15][CH2:14][C:9](=[O:10])[CH2:8][CH2:7]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 594440998-(2-Methoxyethoxy)-1,4-dioxa-spiro[4.5]decane

Product 1

HCID 138222284-(2-Methoxyethoxy)cyclohexanone

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

8-{[2-(Methyloxy)ethyl]oxy}-1,4-dioxaspiro[4.5]decane (D60) (1.6 g, 7 mmol), was dissolved in 20 mL of THF and HCl (25 eq., 5M, 35 mL) was added at Rt. The mixture was stirred at Rt for 5 hr. THF was then evaporated and the aqueous was extracted with dichloromethane (2×). Organics were washed once with water, dried over Na2SO4, filtered and the solvent was evaporated to afford the title compound, 1.3 g, complete conversion as a pale yellow oil.

Workup

  1. customTHF was then evaporated
  2. extractionthe aqueous was extracted with dichloromethane (2×)
  3. washOrganics were washed once with water
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. customthe solvent was evaporated

Sources & evidence

ORD record
ord-a8b158542df84ce0a6c62a402f066ca9
Source dataset
uspto-grants-2013_04
Patent number
US08426443B2

Reaction notes

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