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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427892Generated: October 31, 2026

Acetic Acid → 1H-Indole, 3-methyl-5-(phenylmethoxy)-2-[4-(phenylmethoxy)phenyl]-

https://huagongshe.com/reaction/2427892

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactantp-BenzyloxypropiophenoneHCID 78246—
Reactant(4-(Benzyloxy)phenyl)hydrazine monohydrochlorideHCID 3016725—
SolventAcetonitrileHCID 6342—
Product1H-Indole, 3-methyl-5-(phenylmethoxy)-2-[4-(phenylmethoxy)phenyl]-HCID 3824745—

Reaction Conditions

Temperature81.5 °C

Reaction Steps

4-Benzyloxy phenyl hydrazine hydrochloride (1.0 g, 4 mmol), 4-benzyloxy propiophenone (0.96 g, 4 mmol) and acetic acid (10 μl, 0.17 mmol) were suspended in 15 ml of acetonitrile and the mixture was refluxed for 12 hrs at a temperature of 81-82° C. Then mixture was cooled to 10-15° C. within 1 hr. The white product was filtered and washed with chilled acetonitrile (3 ml). 5-Benzyloxy-2-(4-benzyloxy phenyl)-3-methyl-1H-indole (1) melting at 149-150° C. was obtained in a yield of 1.0 g (60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968732B1
Source datasetuspto-grants-2011_06
ORD IDord-38faf9b1ae4f4964a97918c61c9d3a97
Source noteuspto-grants-2011_06