Lithium Hydroxide → HCID 46178763, compound

HRID 1921702Notes

Reaction equation

HRID 1921702 reaction equation
[OH-].[Li+].[F:3][CH:4]([F:29])[C:5]1[N:6]([C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[C:20]([CH2:27][CH3:28])=[CH:19][CH:18]=2)[C:7]([S:10][CH2:11][C:12]([O:14]CC)=[O:13])=[N:8][N:9]=1>C1COCC1.O>[F:29][CH:4]([F:3])[C:5]1[N:6]([C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[C:20]([CH2:27][CH3:28])=[CH:19][CH:18]=2)[C:7]([S:10][CH2:11][C:12]([OH:14])=[O:13])=[N:8][N:9]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 57811355HCID 57811355, compound

Product 1

HCID 46178763HCID 46178763, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

Lithium hydroxide solution (1M aqueous, 0.77 mL, 0.77 mmol) was added to a solution of ethyl 2-(5-(difluoromethyl)-4-(4-ethylnaphthalen-1-yl)-4H-1,2,4-triazol-3-ylthio)acetate (0.15 g, 0.38 mmol) in THF/water (3:1, 1.5 mL) and the mixture stirred for 8 h at room temperature. The crude reaction mixture was then concentrated and acidified with HCl (1N, 3 mL) and extracted with ethyl acetate (3×2 mL). The combined organic extracts were concentrated to afford 2-(5-(difluoromethyl)-4-(4-ethylnaphthalen-1-yl)-4H-1,2,4-triazol-3-ylthio)acetic acid as an off-white foam (0.136 g, 99%).

Workup

  1. customThe crude reaction mixture
  2. concentrationwas then concentrated
  3. extractionextracted with ethyl acetate (3×2 mL)
  4. concentrationThe combined organic extracts were concentrated

Sources & evidence

ORD record
ord-bbca47531ead4e72b0bc6e62e64d8bd1
Source dataset
uspto-grants-2012_05
Patent number
US08173690B2

Reaction notes

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