Diisobutylaluminumhydride → [2-methyl-1-(phenylsulfonyl)-1H-pyrrol-3-yl]methanol

HRID 554284Notes

Reaction equation

HRID 554284 reaction equation
[CH3:1][C:2]1[N:3]([S:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)(=[O:14])=[O:13])[CH:4]=[CH:5][C:6]=1[C:7](OCC)=[O:8].[H-].C([Al+]CC(C)C)C(C)C>C1(C)C=CC=CC=1>[CH3:1][C:2]1[N:3]([S:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)(=[O:13])=[O:14])[CH:4]=[CH:5][C:6]=1[CH2:7][OH:8]

Participants

4

Reactant 2

HCID 21225700DiisobutylaluminumhydrideHCID 53237932Ethyl 2-methyl-1-(phenylsulfonyl)-1H-pyrrole-3-carboxylate

Product 1

HCID 66924976[2-methyl-1-(phenylsulfonyl)-1H-pyrrol-3-yl]methanolYield 96%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Using ethyl 2-methyl-1-(phenylsulfonyl)-1H-pyrrole-3-carboxylate (8.05 g) and a 1.5 mol/L solution (55 mL) of diisobutylaluminum hydride in toluene, a procedure as in Reference Example 5 was performed to give the title compound as white crystals (yield 6.61 g, 96%).

Sources & evidence

ORD record
ord-b60161726a4045c9ae669e0ff4373b82
Source dataset
uspto-grants-2011_11
Patent number
US08048909B2

Reaction notes

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