Methanol → Methyl cyclooctanecarboxylate

HRID 336595Notes

Reaction equation

HRID 336595 reaction equation
[CH:1]1([CH:9]=[O:10])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.OOS([O-])=O.[K+].[CH3:17][OH:18]>>[CH:1]1([C:9]([O:18][CH3:17])=[O:10])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 887MethanolHCID 81190CyclooctanecarbaldehydeHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 77313Methyl cyclooctanecarboxylate

Procedure

To a solution of cyclooctanecarbaldehyde (5.0 g) in methanol (300 mL) was added Oxone (22 g). The mixture was stirred at room temperature for 18 hours. The reaction mixture was concentrated under vacuum and the residue was diluted with ethyl acetate (300 mL) and washed with 1N aqueous HCl, water, and brine, dried over Na2SO4, filtered, and concentrated under reduced pressure to give the crude product.

Workup

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. additionthe residue was diluted with ethyl acetate (300 mL)
  3. washwashed with 1N aqueous HCl, water, and brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-e65626c834004322882dbd67acecac74
Source dataset
uspto-grants-2014_11
Patent number
US08889675B2

Reaction notes

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