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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 37709Generated: October 26, 2026

Acetic Acid → 6-Benzyloxy-a-methyl-1,2,3,4-tetrahydrocarbazole-2-acetic acid ethyl ester

https://huagongshe.com/reaction/37709

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant(4-(Benzyloxy)phenyl)hydrazine monohydrochlorideHCID 3016725—
Reactanta-Methyl-3-oxocyclohexane acetic acidHCID 57367081—
SolventWaterHCID 962—
Product6-Benzyloxy-a-methyl-1,2,3,4-tetrahydrocarbazole-2-acetic acid ethyl esterHCID 53823360—

Reaction Steps

A mixture containing 4-benzyloxyphenylhydrazine hydrochloride (37.0 g, 0.148 mol), a-methyl-3-oxocyclohexane acetic acid (40.0 g, 0.235 mol), glacial acetic acid (650 mL) and H2O (100 mL) is stirred at room temperature under a nitrogen atmosphere for 2.5 hours. The mixture is then refluxed for 20 minutes, cooled and poured into 200 mL of ice/H2O. The precipitate is filtered to give 80 g of red colored crude product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05420289
Source datasetuspto-grants-1995_05
ORD IDord-4b025cac112b49168dfc24a172f3c62e
Source noteuspto-grants-1995_05