HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 582046Generated: October 25, 2026
p-Toluenesulfonic acid → Methyl(2,2-di[4-chlorophenyl]-1,3-benzodioxolan-5-yl)acetate
https://huagongshe.com/reaction/582046
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Methyl 3,4-Dihydroxyphenylacetate | HCID 11008556 | — |
| Reactant | Benzene, 1,1'-(dimethoxymethylene)bis[4-chloro- | HCID 11652307 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Methyl(2,2-di[4-chlorophenyl]-1,3-benzodioxolan-5-yl)acetate | HCID 54378343 | 37.7% |
Reaction Steps
A mixture of di(4-chlorophenyl)dimethoxymethane (26 g) (see Preparation 13) and methyl (3,4-dihydroxyphenyl)acetate (16 g) (see Preparation 12) in toluene (200 ml) was heated under reflux in a Dean-Stark apparatus for one hour. The reaction was cooled to 60° C. and p-toluenesulphonic acid was added (50 mg). After heating under reflux for 16 hours the solution was cooled, washed with aqueous sodium bicarbonate (100 ml, dried (MgSO4) and evaporated to a brown gum. Flash chromatography (silica, eluant=4:1 hexane/ethyl acetate) gave the title compound as a pale yellow gum (13.7 g). LRMS m/z=415(m)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05922747 |
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| Source dataset | uspto-grants-1999_07 |
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| ORD ID | ord-864635d2a4624755a8e8f1d9780f6c28 |
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| Source note | uspto-grants-1999_07 |
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