Sodium Hydroxide → 1-(5-Ethylpyridin-2-yl)ethane-1,2-diol

HRID 1922049Notes

Reaction equation

HRID 1922049 reaction equation
[OH-].[Na+].C([O:6][CH:7]([C:13]1[CH:18]=[CH:17][C:16]([CH2:19][CH3:20])=[CH:15][N:14]=1)[CH2:8][O:9]C(=O)C)(=O)C>O>[CH2:19]([C:16]1[CH:17]=[CH:18][C:13]([CH:7]([OH:6])[CH2:8][OH:9])=[N:14][CH:15]=1)[CH3:20]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66823428HCID 66823428, compound

Product 1

HCID 232222451-(5-Ethylpyridin-2-yl)ethane-1,2-diol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

19.91 g (0.497 mol) Sodium hydroxide was added to a solution of 71 g (0.226 mol) acetic acid 2-acetoxy-2-(5-ethyl-pyridin-2-yl)-ethyl ester in 355 mL water. Reaction mixture was stirred at 40° C. for 2 hr. After completion of reaction on TLC, reaction mixture was neutralized with con. HCl and precipitated solid was filtered off and dried to get 1-(5-ethyl-pyridin-2-yl)-ethan-1,2-diol. Yield of the product was 32.1 g (68%).

Workup

  1. customReaction mixture
  2. customAfter completion of reaction
  3. customon TLC, reaction mixture
  4. customHCl and precipitated solid
  5. filtrationwas filtered off
  6. customdried

Sources & evidence

ORD record
ord-c05d02bb2c22492db6dfda4cde7cbfc2
Source dataset
uspto-grants-2012_05
Patent number
US08173816B2

Reaction notes

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