Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 20095057 | HCID 20095057 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 20095042 | HCID 20095042 | 151.1% |
Reaction Steps
1.00 g (3.24 mM) of 2-octyl-5-amidinoindan hydrochloride, 0.70 g (13.7 mM) of sodium methylate, 1.04 g (3.26 mM) of 3-dimethylamino-2-(4-hydroxyphenyl)-N,N-dimethylpropene-(2)-ammonium perchlorate and 20 ml of methanol were placed in a 50 ml-round bottomed flask and heat-refluxed for 14.5 hours under stirring. After the reaction, an appropriate amount of water was poured into the reaction mixture and 0.66 ml of concentrated sulfuric acid was further added thereto under cooling with ice water, followed by stirring. The resultant insoluble matter was recovered by filtration, followed by washing with water and drying with anhydrous sodium sulfate. The resultant insoluble was purified by silica gel column chromatography (eluent: toluene) and recrystallized from a mixture solvent (acetone/methanol) to obtain 0.98 g of 2-octyl-5-[5-(4-hydroxyphenyl)pyrimidine-2-yl]indan (Yield: 75.6%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05385692 |
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| Source dataset | uspto-grants-1995_01 |
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| ORD ID | ord-ece9187d3b0244f09cf7c7d94ca50234 |
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| Source note | uspto-grants-1995_01 |
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