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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant2-(2-Methyl-1-octyl-1H-indole-3-carbonyl)benzoic acidHCID 19763802—
Reactant6-Dimethylamino-3-methylbenzofuranHCID 19982471—
SolventAcetic AnhydrideHCID 7918—
Product3-(6-Dimethylamino-3-methyl-benzofuran-2-yl)-3-(2-methyl-1-n-octylindol-3-yl)phthalideHCID 1998247266.3%

Reaction Conditions

Temperature40 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04876357
Source datasetuspto-grants-1989_10
ORD IDord-b4d021a159884fd8932ec5a64d51ea4e
Source noteuspto-grants-1989_10