Sodium Hydroxide → HCID 68469848, compound

HRID 1623597Notes

Reaction equation

HRID 1623597 reaction equation
[CH2:1]([O:10][C:11]1[CH:16]=[CH:15][N:14]=[C:13]([CH2:17][O:18]C(=O)C)[C:12]=1[CH3:22])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[OH-].[Na+]>>[CH2:1]([O:10][C:11]1[CH:16]=[CH:15][N:14]=[C:13]([CH2:17][OH:18])[C:12]=1[CH3:22])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 68468233HCID 68468233, compound

Product 1

HCID 68469848HCID 68469848, compoundYield 126.6%

Procedure

15.4 g (0.05 mol, 1.0 eq.) of 4-nonyloxy-2-acetoxymethyl-3-methylpyridine was added dropwise to a 20% aqueous solution of sodium hydroxide (20.0 g) at 11 to 21° C., and the mixture was allowed to react for one hour at room temperature, and then extracted with water (77 mL) and toluene (128 mL). The extract was washed with water, dried over anhydrous magnesium sulfate, and then concentrated to dryness, to obtain 16.8 g of 4-nonyloxy-2-hydroxymethyl-3-methylpyridine as a brown oily matter.

Workup

  1. customto react for one hour at room temperature
  2. extractionextracted with water (77 mL) and toluene (128 mL)
  3. washThe extract was washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-71c4e45ba3814af383092526f98760af
Source dataset
uspto-grants-2014_07
Patent number
US08778975B2

Reaction notes

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