Sodium Carbonate → Benzenemethanol, 4-(3-pyridinyloxy)-3-(trifluoromethyl)-

HRID 376896Notes

Reaction equation

HRID 376896 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([O:7][C:8]2[CH:17]=[CH:16][C:11]([C:12](OC)=[O:13])=[CH:10][C:9]=2[C:18]([F:21])([F:20])[F:19])[CH:2]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].C([O-])([O-])=O.[Na+].[Na+]>C1COCC1>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([O:7][C:8]2[CH:17]=[CH:16][C:11]([CH2:12][OH:13])=[CH:10][C:9]=2[C:18]([F:19])([F:21])[F:20])[CH:2]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 15343903HCID 15343903, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 10923576Benzenemethanol, 4-(3-pyridinyloxy)-3-(trifluoromethyl)-Yield 95.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.9 g of methyl 4-(3-pyridyloxy)-3-trifluoromethylbenzoate was dissolved in 10 ml of THF and 235 mg of LiAlH4 were added at 0° C. The mixture was stirred at RT for 3 h, poured onto 50 ml of 1 N Na2CO3 and extracted 3 times with 50 ml of EA. It was dried over Na2SO4 and the solvent was removed in vacuo. 780 mg of a white solid were obtained, which was used without further purification.

Workup

  1. extractionextracted 3 times with 50 ml of EA
  2. dry with materialIt was dried over Na2SO4
  3. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-6064f56c54a14a579a0c33dd348e44be
Source dataset
uspto-grants-2000_02
Patent number
US06022899

Reaction notes

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