Ethyl 2-methyl-1-(phenylsulfonyl)-1H-pyrrole-3-carboxylate → [2-methyl-1-(phenylsulfonyl)-1H-pyrrol-3-yl]methanol

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].C1(C)C=CC=CC=1.[H-].C([Al+]CC(C)C)C(C)C>>[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

Reactant 2

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

HCID 86583787Diisobutylaluminumhydride toluene

Product 1

HCID 66924976[2-methyl-1-(phenylsulfonyl)-1H-pyrrol-3-yl]methanol

Procedure

By a similar operation as in Reference Example 13 and using ethyl 2-methyl-1-(phenylsulfonyl)-1H-pyrrole-3-carboxylate (8.05 g) and 1.5 mol/L diisobutylaluminum hydride toluene solution (55 mL), the title compound was obtained as white crystals (yield 6.61 g, 96%).

Sources & evidence

ORD record: ord-85573867e0ff4670aa717825d28353b6
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07977488B2

Reaction notes

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