Lithium Hydroxide → HCID 57811393, compound

HRID 1808087Notes

Reaction equation

HRID 1808087 reaction equation
[OH-].[Li+].[CH3:3][C:4]1[CH:13]=[C:12]([CH3:14])[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[C:5]=1[N:15]1[C:19]([C:20]([F:23])([F:22])[F:21])=[N:18][N:17]=[C:16]1[S:24][CH2:25][C:26]([O:28]CC)=[O:27]>C1COCC1.CO.O>[CH3:3][C:4]1[CH:13]=[C:12]([CH3:14])[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[C:5]=1[N:15]1[C:19]([C:20]([F:22])([F:21])[F:23])=[N:18][N:17]=[C:16]1[S:24][CH2:25][C:26]([OH:28])=[O:27]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 57811504HCID 57811504, compound

Product 1

HCID 57811393HCID 57811393, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

Lithium hydroxide solution (1M aqueous, 0.436 mL, 0.436 mmol) was added to a solution of ethyl 2-(4-(2,4-dimethyl-5,6,7,8-tetrahydronaphthalen-1-yl)-5-(trifluoromethyl)-4H-1,2,4-triazol-3-ylthio)acetate (0.09 g, 0.218 mmol) in THF/methanol/water (3/3/1, 1.5 mL) and stirred for 18 h at room temperature. The crude reaction mixture was concentrated, acidified with HCl (1M aqueous, 4 mL), and extracted with ethyl acetate (2×3 mL). The combined organics extracts were concentrated to afford 2-(4-(2,4-dimethyl-5,6,7,8-tetrahydronaphthalen-1-yl)-5-(trifluoromethyl)-4H-1,2,4-triazol-3-ylthio)acetic acid as an off-white foam (0.082 g, 98%).

Workup

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

Sources & evidence

ORD record
ord-4738f925666b4152b6011f0ada863c1e
Source dataset
uspto-grants-2013_01
Patent number
US08357713B2

Reaction notes

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