Toluene → HCID 67084455, compound

HRID 2103597Notes

Reaction equation

C([O:3][C:4](=O)/[C:5](/[C:12]1[CH:17]=[CH:16][C:15]([S:18]([CH3:21])(=[O:20])=[O:19])=[CH:14][CH:13]=1)=[CH:6]/[CH2:7][C:8]([CH3:11])([CH3:10])[CH3:9])C.CC(C[AlH]CC(C)C)C.C1(C)C=CC=CC=1>>[CH3:21][S:18]([C:15]1[CH:16]=[CH:17][C:12](/[C:5](=[CH:6]\[CH2:7][C:8]([CH3:11])([CH3:10])[CH3:9])/[CH2:4][OH:3])=[CH:13][CH:14]=1)(=[O:19])=[O:20]

Participants

Reactant 3

HCID 1140Toluene

HCID 14487Diisobutylaluminum hydride

HCID 67084469HCID 67084469, compound

Product 1

HCID 67084455HCID 67084455, compoundYield 57.6%

Procedure

Reduction of (E)-2-(4-methanesulfonyl-phenyl)-5,5-dimethyl-hex-2-enoic acid ethyl ester (710 mg, 2.15 mmol) with DIBAL in toluene (3.85 ml, 4.67 mmol) following the method of example 54e gives the title compound as an amorphous solid (350 mg). MS (m/e): 283 (M+H).

Sources & evidence

ORD record: ord-e6111eedfe844dadbc91ffaa4dc94132
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07576108B2

Reaction notes

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