Lithium Hydroxide → HCID 71254927, compound

HRID 1507627Notes

Reaction equation

HRID 1507627 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([C:17]([F:20])([F:19])[F:18])[O:11][C:12]=2[C:13]([O:15]C)=[O:14])=[CH:4][CH:3]=1.[Li+].[OH-]>C1COCC1.O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([C:17]([F:19])([F:18])[F:20])[O:11][C:12]=2[C:13]([OH:15])=[O:14])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 71254966HCID 71254966, compound

Product 1

HCID 71254927HCID 71254927, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of Methyl 4-(4-fluorophenyl)-2-(trifluoromethyl)oxazole-5-carboxylate (49 mg, 0.17 mmol) in THF (1.5 mL) was added LiOH (21 mg, 0.51 mmol) in water (0.4 mL). After 2 hours, the THF was evaporated, and the aqueous layer was acidified with 1N HCl and then extracted in EtOAc (3×15 mL). The organic fractions were dried over Na2SO4 and concentrated. 1HNMR (400 MHz, MeOD/CDCl3): d 7.99 (m, 2H), 7.03 (t, 2H, J=8.4 Hz). MS (ESI): m/z 274.0 [M−H]− (S-41)

Workup

  1. customthe THF was evaporated
  2. extractionextracted in EtOAc (3×15 mL)
  3. dry with materialThe organic fractions were dried over Na2SO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-856fc4abb6e441989c9e9110bfa66523
Source dataset
uspto-grants-2015_12
Patent number
US09221805B2

Reaction notes

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