Toluene → HCID 67084629, compound

HRID 2103593Notes

Reaction equation

HRID 2103593 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][CH2:8][CH:9]([CH3:11])[CH3:10])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][CH2:8][CH:9]([CH3:11])[CH3:10])/[CH2:4][OH:3])=[CH:13][CH:14]=1)(=[O:19])=[O:20]

Participants

4

Reactant 3

HCID 1140TolueneHCID 14487Diisobutylaluminum hydrideHCID 67084595HCID 67084595, compound

Product 1

HCID 67084629HCID 67084629, compoundYield 89.3%

Procedure

Reduction of (E)-2-(4-methanesulfonyl-phenyl)-6-methyl-hept-2-enoic acid ethyl ester (320 mg, 1.09 mmol) with DIBAL in toluene (1.98 mL, 2.4 mmol) following the method of example 54e gives the title compound as an amorphous solid (275 mg). MS (m/e): 283 (M+H).

Sources & evidence

ORD record
ord-6db7b48035244e59861c5a4404eec089
Source dataset
uspto-grants-2009_08
Patent number
US07576108B2

Reaction notes

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