Sulfuric acid magnesium salt (1:1) → 5-phenyl-7,8-dihydro-5H-naphtho[2,3-d][1,3]dioxole-6-one

HRID 13685Notes

Reaction equation

S([O-])([O-])(=O)=O.[Mg+2].[C:7]1([C:13]23[O:26][CH:14]2[CH2:15][CH2:16][C:17]2[C:22]3=[CH:21][C:20]3[O:23][CH2:24][O:25][C:19]=3[CH:18]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C1(C)C=CC=CC=1>[C:7]1([CH:13]2[C:14](=[O:26])[CH2:15][CH2:16][C:17]3[C:22]2=[CH:21][C:20]2[O:23][CH2:24][O:25][C:19]=2[CH:18]=3)[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

Conditions

Temperature: 80 °C

Procedure

6.0 Grams (0.05 mols) of magnesium sulfate and 500 mL of toluene were added to 53.3 g (0.20 mols) of 8b-phenyl-1a,2,3,8b-tetrahydro-1,5,7-trioxacyclopenta[g]cyclopropa[a]naphthalene, and the mixture was heated at 80° C. for 2 hours. After cooled, the reaction product was washed two times each with 250 mL of water, and the organic layer was condensed under reduced pressure to obtain 5-phenyl-7,8-dihydro-5H-naphtho[2,3-d][1,3]dioxole-6-one represented by the following formula,

Workup

temperatureAfter cooled
washthe reaction product was washed two times each with 250 mL of water
customcondensed under reduced pressure

Sources & evidence

ORD record: ord-2ed78b858bd44464a00d8719f1b81e9d
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07728154B2

Reaction notes

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