Sodium Hydroxide → HCID 137227826, compound

HRID 1616615Notes

Reaction equation

HRID 1616615 reaction equation
[OH-].[Na+:2].C[O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[N:15]([CH2:16][CH2:17][CH2:18][CH2:19][C:20]([OH:22])=[O:21])[N:14]=[N:13][CH:12]=1>O>[Na+:2].[Na+:2].[OH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[N:15]([CH2:16][CH2:17][CH2:18][CH2:19][C:20]([O-:22])=[O:21])[N:14]=[N:13][CH:12]=1.[OH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[N:15]([CH2:16][CH2:17][CH2:18][CH2:19][C:20]([O-:22])=[O:21])[N:14]=[N:13][CH:12]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68489279HCID 68489279, compound

Product 1

HCID 137227826HCID 137227826, compoundYield 85.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

Add a solution of NaOH (0.66 g, 16.53 mmol) in water (3 mL) to a suspension of 5-[5-(2-methoxy-phenyl)-[1,2,3]triazol-1-yl]-pentanoic acid (2.16 g, 8.27 mmol) and heat to 50° C. for 1 hour. Concentrate and dry in 50° C. vacuum oven overnight. Add Et2O, sonicate and filter out solids. Dry solids in 50° C. vacuum oven overnight (as solids are highly hygroscopic) to afford the title compound (2.0 g, 79%). MS (IS) 262 (M+1)+.

Workup

  1. concentrationConcentrate
  2. customdry in 50° C. vacuum oven overnight
  3. customAdd Et2O, sonicate
  4. filtrationfilter out solids
  5. customDry solids in 50° C. vacuum oven overnight (as solids

Sources & evidence

ORD record
ord-00c4fce911de496ba7f6abf97aa7dc32
Source dataset
uspto-grants-2014_07
Patent number
US08765796B2

Reaction notes

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