Aluminium lithium hydride → HCID 58765811, compound

HRID 860612Notes

Reaction equation

HRID 860612 reaction equation
C[O:2][C:3](=O)[C:4]([CH3:23])([C:6]1[N:7]=[C:8]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=2)[S:9][C:10]=1[CH2:11][CH3:12])[CH3:5].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[CH3:5][C:4]([C:6]1[N:7]=[C:8]([C:13]2[CH:14]=[CH:15][C:16]([C:19]([F:20])([F:22])[F:21])=[CH:17][CH:18]=2)[S:9][C:10]=1[CH2:11][CH3:12])([CH3:23])[CH2:3][OH:2]

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 69056994HCID 69056994, compound

Product 1

HCID 58765811HCID 58765811, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of 2-Methyl-2-[5-ethyl-2-(4-trifluoromethyl-phenyl)-thiazol-4-yl]-propionic acid methyl ester (14.5 g, 40.6 mmol) in THF (100 mL) is added a solution of lithium aluminum hydride in THF (1.0 M, 41 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-ethyl-2-(4-trifluoromethyl-phenyl)-thiazol-4-yl]-propan-1-ol (12.3 g).

Workup

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

Sources & evidence

ORD record
ord-e158e60a9637404c8a3476e9fdda8dc6
Source dataset
uspto-grants-2006_12
Patent number
US07153878B2

Reaction notes

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