Hydrochloric Acid → HCID 118341207, compound

HRID 1753102Notes

Reaction equation

HRID 1753102 reaction equation
[C:1]([C:5]1[N:9]=[C:8]([CH2:10][C:11]([O:13]CC)=[O:12])[N:7]([CH2:16][CH2:17][O:18][CH3:19])[N:6]=1)([CH3:4])([CH3:3])[CH3:2].[Li+].[OH-].Cl>CO>[C:1]([C:5]1[N:9]=[C:8]([CH2:10][C:11]([OH:13])=[O:12])[N:7]([CH2:16][CH2:17][O:18][CH3:19])[N:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 118343997HCID 118343997, compound

Product 1

HCID 118341207HCID 118341207, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

Ethyl [3-tert-Butyl-1-(2-methoxyethyl)-1H-1,2,4-triazol-5-yl]acetate (Preparation 115, 23.1 g, 0.086 mol) was dissolved in methanol (150 mL), and 1.9N LiOH (68 mL, 0.13 mol) was added. The mixture was stirred at 0° C. for 30 minutes and concentrated in vacuo at 30° C. Water (70 mL) was added. The resulting mixture was washed with ether (3×100 mL) and neutralized with titrated 2.6N HCl (49.6 mL, 0.13 mol). The resulting precipitate was filtered, washed with water, hexane and dried to afford the title compound (16.54 g, 80%).

Workup

  1. concentrationconcentrated in vacuo at 30° C
  2. additionWater (70 mL) was added
  3. washThe resulting mixture was washed with ether (3×100 mL)
  4. filtrationThe resulting precipitate was filtered
  5. washwashed with water, hexane
  6. customdried

Sources & evidence

ORD record
ord-7eb6093fe0de4214ace75922918a89c6
Source dataset
uspto-grants-2015_10
Patent number
US09163021B2

Reaction notes

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