Samarium(III) iodide → HCID 22462010, compound

HRID 1978116Notes

Reaction equation

HRID 1978116 reaction equation
[C:1]([C:4]12[CH2:13][C:8]3([OH:14])[CH2:9][CH:10]([CH2:12][C:6]([C:15]([OH:17])=[O:16])([CH2:7]3)[CH2:5]1)[CH2:11]2)([OH:3])=[O:2].[I-].[Sm+3].[I-].[I-].[C:22](OC(C)=C)(=[O:25])[CH:23]=[CH2:24]>O1CCOCC1>[C:15]([C:6]12[CH2:7][C:8]3([O:14][C:22](=[O:25])[CH:23]=[CH2:24])[CH2:9][CH:10]([CH2:11][C:4]([C:1]([OH:3])=[O:2])([CH2:13]3)[CH2:5]1)[CH2:12]2)([OH:17])=[O:16]

Participants

5

Reactant 3

HCID 10230237Samarium(III) iodideHCID 11170937Isopropenyl acrylateHCID 120106445-Hydroxy-1,3-adamantanedicarboxylic acid

Product 1

HCID 22462010HCID 22462010, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To 2 mL of dioxane were added 1.00 mmol of 1,3-dicarboxy-5-adamantanol, 0.10 mmol of samarium iodide (SmI2), 2.20 mmol of isopropenyl acrylate, and the resultant mixture was stirred at a temperature of 50° C. for 4 hours. The analysis by gas chromatography showed the formation of a 1,3-dicarboxy-5-acryloyloxyadamantane (yield: 82%, white solid) in the reaction mixture.

Sources & evidence

ORD record
ord-3fefa22a870d406898fc637362701b0e
Source dataset
uspto-grants-2001_05
Patent number
US06235851B1

Reaction notes

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