HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2352355Generated: October 27, 2026
Sodium Hydroxide → 3-(6-Dimethylamino-3-methyl-benzofuran-2-yl)-3-(2-methyl-1-n-octylindol-3-yl)phthalide
https://huagongshe.com/reaction/2352355
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-(2-Methyl-1-octyl-1H-indole-3-carbonyl)benzoic acid | HCID 19763802 | — |
| Reactant | 6-Dimethylamino-3-methylbenzofuran | HCID 19982471 | — |
| Solvent | Acetic Anhydride | HCID 7918 | — |
| Product | 3-(6-Dimethylamino-3-methyl-benzofuran-2-yl)-3-(2-methyl-1-n-octylindol-3-yl)phthalide | HCID 19982472 | 66.3% |
Reaction Steps
3.5 g of (2-methyl-1-n-octylindol-3-yl)-(2-carboxyphenyl)ketone and 1.6 g of 6-dimethylamino-3-methylbenzofuran are suspended in 45 ml of acetic anhydride and heated to 40° C. After 2 hours the reaction product is poured onto ice, basified with concentrated sodium hydroxide solution and filtered off. The crude product is recrystallized from toluene/methanol to give 3.25 g of the 3-(6-dimethylamino-3-methyl-benzofuran-2-yl)-3-(2-methyl-1-n-octylindol-3-yl)phthalide compound of the formula ##STR25## having a melting point of 157°-158° C. The phthalide compound gives a green colour on acid-modified silica gel.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04876357 |
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| Source dataset | uspto-grants-1989_10 |
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| ORD ID | ord-b4d021a159884fd8932ec5a64d51ea4e |
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| Source note | uspto-grants-1989_10 |
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