Aluminium lithium hydride → HCID 58765809, compound

HRID 860609Notes

Reaction equation

HRID 860609 reaction equation
C[O:2][C:3](=O)[C:4]([CH3:22])([C:6]1[N:7]=[C:8]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][CH:13]=2)[O:9][C:10]=1[CH3:11])[CH3:5].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[CH3:22][C:4]([C:6]1[N:7]=[C:8]([C:12]2[CH:13]=[CH:14][C:15]([C:18]([F:20])([F:21])[F:19])=[CH:16][CH:17]=2)[O:9][C:10]=1[CH3:11])([CH3:5])[CH2:3][OH:2]

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 69058786HCID 69058786, compound

Product 1

HCID 58765809HCID 58765809, compoundYield 89.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of 2-methyl-2-[5-methyl-2-(4-trifluoromethyl-phenyl)-oxazol-4-yl]-propionic acid methyl ester (2.8 g) from step B in THF (14 mL) is added a solution of lithium aluminum hydride in THF (1.0 M, 13 mL) at 0° C. After 2 hrs, the reaction is quenched by water and sodium hydroxide, filtered, concentrated. Chromatography on silica gel gave 2-Methyl-2-[5-methyl-2-(4-trifluoromethyl-phenyl)-oxazol-4-yl]-propan-1-ol (2.3 g).

Workup

  1. customthe reaction is quenched by water and sodium hydroxide
  2. filtrationfiltered
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-adff0463c52143599c418bf04f6ed7e3
Source dataset
uspto-grants-2006_12
Patent number
US07153878B2

Reaction notes

Loading…