Toluene → HCID 67084667, compound

HRID 2103603Notes

Reaction equation

HRID 2103603 reaction equation
C([O:3][C:4](=O)/[C:5](/[C:13]1[CH:18]=[CH:17][C:16]([S:19]([CH:22]([CH3:24])[CH3:23])(=[O:21])=[O:20])=[CH:15][CH:14]=1)=[CH:6]/[CH:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)C.CC(C[AlH]CC(C)C)C.C1(C)C=CC=CC=1>>[CH:7]1(/[CH:6]=[C:5](\[C:13]2[CH:18]=[CH:17][C:16]([S:19]([CH:22]([CH3:24])[CH3:23])(=[O:21])=[O:20])=[CH:15][CH:14]=2)/[CH2:4][OH:3])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1

Participants

4

Reactant 3

HCID 1140TolueneHCID 14487Diisobutylaluminum hydrideHCID 67084398HCID 67084398, compound

Product 1

HCID 67084667HCID 67084667, compoundYield 603.2%

Procedure

Following the method of example 54e, reaction of (E)-3-cyclohexyl-2-[4-(propane-2-sulfonyl)-phenyl]-acrylic acid ethyl ester (930 mg, 2.55 mmol) and DIBAL in toluene (1 M, 6.38 ml, 6.38 mmol) gives the title compound as an oil (4.96 g). MS (m/e): 323 (M+H).

Sources & evidence

ORD record
ord-3b0d229b3ab54948b8283ace3fd2c136
Source dataset
uspto-grants-2009_08
Patent number
US07576108B2

Reaction notes

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