Sodium sulfate decahydrate → HCID 69218567, compound

HRID 1295269Notes

Reaction equation

HRID 1295269 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[O:7][C:8]([CH3:38])=[C:9]([CH2:11][O:12][C:13]2[CH:35]=[CH:34][C:16]([CH2:17][O:18][C:19]3[CH:23]=[C:22]([C:24](OC)=[O:25])[N:21]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)[N:20]=3)=[CH:15][C:14]=2[O:36][CH3:37])[N:10]=1.[H-].[Li+].[Al+3].[H-].[H-].[H-].O.O.O.O.O.O.O.O.O.O.[O-]S([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[O:7][C:8]([CH3:38])=[C:9]([CH2:11][O:12][C:13]2[CH:35]=[CH:34][C:16]([CH2:17][O:18][C:19]3[CH:23]=[C:22]([CH2:24][OH:25])[N:21]([C:28]4[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=4)[N:20]=3)=[CH:15][C:14]=2[O:36][CH3:37])[N:10]=1

Participants

5

Reactant 3

HCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 69434415methyl 3-[4-[2-(2-furyl)-5-methyl-4-oxazolylmethoxy]-3-methoxybenzyloxy]-1-phenyl-1H-pyrazole-5-carboxylate

Product 1

HCID 69218567HCID 69218567, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methyl 3-[4-[2-(2-furyl)-5-methyl-4-oxazolylmethoxy]-3-methoxybenzyloxy]-1-phenyl-1H-pyrazole-5-carboxylate (12.10 g) in tetrahydrofuran (300 ml) was added aluminum lithium hydride (890 mg) at 0° C. and the mixture was stirred at room temperature for 1 hr. Sodium sulfate 10 hydrate (7.57 g) was added to the reaction mixture and stirred at room temperature for 1 hr. The precipitate was filtered off and the filtrate was concentrated. The obtained colorless crystals were collected by filtration to give [3-[4-[2-(2-furyl)-5-methyl-4-oxazolylmethoxy]-3-methoxybenzyloxy]-1-phenyl-1H-pyrazol-5-yl]methanol (11.19 g, yield 98%), which was then recrystallized from ethyl acetate-hexane. melting point: 106–107° C.

Workup

  1. stirringstirred at room temperature for 1 hr
  2. filtrationThe precipitate was filtered off
  3. concentrationthe filtrate was concentrated
  4. filtrationThe obtained colorless crystals were collected by filtration

Sources & evidence

ORD record
ord-ef4e5ed00c464ef2bba237ab7013e745
Source dataset
uspto-grants-2007_07
Patent number
US07241785B2

Reaction notes

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