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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 621207Generated: October 25, 2026

Acetic Acid → GR 67330

https://huagongshe.com/reaction/621207

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium HydroxideHCID 14798—
Reactant1,2,3,9-tetrahydro-9-methyl-3-[[5-methyl(triphenylmethyl)-1H-imidazol-4-yl]methyl]carbazol-4-oneHCID 14233930—
SolventWaterHCID 962—
ProductGR 67330HCID 17231677.7%

Reaction Steps

A solution of 1,2,3,9-tetrahydro-9-methyl-3-[[5-methyl(triphenylmethyl)-1H-imidazol-4-yl]methyl]carbazol-4-one (268 mg) in a mixture of glacial acetic acid (5 ml), THF (5 ml), and water (5 ml) was heated at 100°-110° for 8 h. After cooling, 2N sodium hydroxide solution (50 ml) was added and the resulting suspension was extracted with dichloromethane (2×50 ml). The combined, dried organic extracts were concentrated to give a foam which was purified by FCC eluting with System A (100:8:1) to give the title compound (114 mg) as a solid. The 1H-n.m.r. and t.l.c. of this material were consistent with those obtained for the product of Example 8.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04822881
Source datasetuspto-grants-1989_04
ORD IDord-d388f15054ff4146a46fda4cb05d3e44
Source noteuspto-grants-1989_04