Sodium sulfate decahydrate → HCID 69423999, compound

HRID 350002Notes

Reaction equation

HRID 350002 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][C:8]1[O:12][C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[N:10][C:9]=1[CH2:19][O:20][C:21]1[C:25]([C:26](OC)=[O:27])=[CH:24][N:23]([CH2:30][C:31]2[CH:36]=[CH:35][C:34]([O:37][C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)=[CH:33][CH:32]=2)[N:22]=1.O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[CH3:7][C:8]1[O:12][C:11]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)=[N:10][C:9]=1[CH2:19][O:20][C:21]1[C:25]([CH2:26][OH:27])=[CH:24][N:23]([CH2:30][C:31]2[CH:32]=[CH:33][C:34]([O:37][C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)=[CH:35][CH:36]=2)[N:22]=1

Participants

5

Reactant 3

HCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 23024889HCID 23024889, compound

Product 1

HCID 69423999HCID 69423999, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Lithium aluminum hydride (320 mg) was added gradually to a solution of methyl 3-(5-methyl-2-phenyl-4-oxazolylmethoxy)-1-(4-phenoxybenzyl)-1H-pyrazole-4-carboxylate (4.00 g) in tetrahydrofuran (30 ml) at 0° C., which was stirred for 2 hours. Sodium sulfate decahydrate (2.95 g) was added to the reaction mixture, and the precipitate was separated by filtration. The filtrate was concentrated, and the residue was subjected to silica gel column chromatography to obtain [3-(5-methyl-2-phenyl-4-oxazolylmethoxy)-1-(4-phenoxybenzyl)-1H-pyrazol-4-yl]methanol (3.56 g, yield 97%) as colorless crystals. This was recrystallized from ethyl acetate-hexane. Melting point: 103–104° C.

Workup

  1. customthe precipitate was separated by filtration
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-0798fc1d18794d658600e6a688169de9
Source dataset
uspto-grants-2007_02
Patent number
US07179823B1

Reaction notes

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