3-Oxaspiro(5,5)undecan-2-one → HCID 23020978, compound

HRID 2223835Notes

Reaction equation

HRID 2223835 reaction equation
[CH2:1]1[C:6]2([CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]2)[CH2:5][CH2:4][O:3][C:2]1=[O:12].[BrH:13].C(O)(=O)C>O>[Br:13][CH2:4][CH2:5][C:6]1([CH2:1][C:2]([OH:3])=[O:12])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1

Participants

4

Reactant 2

HCID 224123-Oxaspiro(5,5)undecan-2-oneHCID 21893785Acetic Acid Mixture with Hydrobromic Acid

Product 1

HCID 23020978HCID 23020978, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 3-oxaspiro[5.5]undecan-2-one (16.9 g)was added a 30% hydrogen bromide/acetic acid solution (75 mL). The reaction solution was stirred at room temperature for 48 hours. Water was added to the solution, and the crystals thus separated were recovered by filtration and washed with water. The resulting crystals were dissolved in ethyl acetate, and the solution was dried over anhydrous magnesium sulfate and filtered. The filtrate was then concentrated under reduced pressure to give crude crystals. The crude crystals thus obtained were recrystallized from ethyl acetatehexane to give the title compound (20.0 g).

Workup

  1. customthe crystals thus separated
  2. filtrationwere recovered by filtration
  3. washwashed with water
  4. dissolutionThe resulting crystals were dissolved in ethyl acetate
  5. dry with materialthe solution was dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationThe filtrate was then concentrated under reduced pressure
  8. customto give crude crystals
  9. customThe crude crystals thus obtained
  10. customwere recrystallized from ethyl acetatehexane

Sources & evidence

ORD record
ord-e3cb747cb5d74ae9be9f618fb6a23b66
Source dataset
uspto-grants-2008_05
Patent number
US07375115B2

Reaction notes

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