Lithium Hydroxide → HCID 57811363, compound

HRID 660443Notes

Reaction equation

HRID 660443 reaction equation
[OH-].[Li+].[F:3][CH2:4][C:5]1[N:6]([C:17]2[C:26]3[CH2:25][CH2:24][CH2:23][CH2:22][C:21]=3[C:20]([CH3:27])=[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:3][CH2:4][C:5]1[N:6]([C:17]2[C:26]3[CH2:25][CH2:24][CH2:23][CH2:22][C:21]=3[C:20]([CH3:27])=[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 57811378HCID 57811378, compound

Product 1

HCID 57811363HCID 57811363, compound

Reagents, catalysts & solvents 1

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

Procedure

Lithium hydroxide solution (1M aqueous, 0.59 mL, 0.59 mmol) is added to a solution of ethyl 2-(5-(fluoromethyl)-4-(4-methyl-5,6,7,8-tetrahydronaphthalen-1-yl)-4H-1,2,4-triazol-3-ylthio)acetate (107 mg, 0.294 mmol) in THF/water (3/1, 1.2 mL) and the mixture stirred at room temperature for 18 h. The crude reaction mixture is concentrated, acidified with HCl (1N, 3 mL) and extracted with ethyl acetate (3×3 mL). The combined organic extracts are dried over sodium sulfate, filtered and concentrated to afford 2-(5-(fluoromethyl)-4-(4-methyl-5,6,7,8-tetrahydronaphthalen-1-yl)-4H-1,2,4-triazol-3-ylthio)acetic acid.

Workup

  1. customThe crude reaction mixture
  2. concentrationis concentrated
  3. extractionextracted with ethyl acetate (3×3 mL)
  4. dry with materialThe combined organic extracts are dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-e3f0d427f8674d61a212bf3919805809
Source dataset
uspto-grants-2011_12
Patent number
US08084483B2

Reaction notes

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