Sodium Hydroxide → HCID 68469285, compound

HRID 1623600Notes

Reaction equation

HRID 1623600 reaction equation
[CH2:1]([O:11][C:12]1[CH:17]=[CH:16][N:15]=[C:14]([CH2:18][O:19]C(=O)C)[C:13]=1[CH3:23])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[OH-].[Na+]>O>[CH2:1]([O:11][C:12]1[CH:17]=[CH:16][N:15]=[C:14]([CH2:18][OH:19])[C:13]=1[CH3:23])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68467907HCID 68467907, compound

Product 1

HCID 68469285HCID 68469285, compoundYield 127.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

18.6 g (0.058 mol, 1.0 eq.) of 4-decyloxy-2-acetoxymethyl-3-methylpyridine was added dropwise to a 20% aqueous solution of sodium hydroxide (23 g) at 11 to 22° C., and the mixture was allowed to react for one hour at room temperature. Subsequently, water (93 mL) was added, and then the mixture was extracted with toluene (130 mL). The extract was washed with water, dried over anhydrous magnesium sulfate, and then concentrated to dryness, to obtain 20.6 g of 4-decyloxy-2-hydroxymethyl-3-methylpyridine as a brown oily matter.

Workup

  1. customto react for one hour at room temperature
  2. extractionthe mixture was extracted with toluene (130 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-626f6f7cb3b44409adf33f6c58a7991a
Source dataset
uspto-grants-2014_07
Patent number
US08778975B2

Reaction notes

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