Hydrochloric Acid → HCID 59526875, compound

HRID 384467Notes

Reaction equation

HRID 384467 reaction equation
O1[C:5]2([CH2:10][CH2:9][CH:8]([CH2:11][O:12][C:13]3[CH:14]=[C:15]([OH:19])[CH:16]=[CH:17][CH:18]=3)[CH2:7][CH2:6]2)[O:4]CC1.Cl>CC(C)=O>[OH:19][C:15]1[CH:14]=[C:13]([CH:18]=[CH:17][CH:16]=1)[O:12][CH2:11][CH:8]1[CH2:7][CH2:6][C:5](=[O:4])[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59526932HCID 59526932, compound

Product 1

HCID 59526875HCID 59526875, compoundYield 99.9%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 3-(1,4-dioxaspiro[4.5]dec-8-ylmethoxy)phenol (536 mg) in acetone (9.6 mL) was added 1M hydrochloric acid (9.6 mL), followed by stirring at room temperature for 6 hours. The solvent was evaporated under reduced pressure, and then water was added to the residue, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to obtain 4-[(3-hydroxyphenoxy)methyl]cyclohexanone (446 mg).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. additionwater was added to the residue
  3. extractionfollowed by extraction with ethyl acetate
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-44df377209504b26b1ec560d5595805a
Source dataset
uspto-grants-2013_02
Patent number
US08367702B2

Reaction notes

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