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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427891Generated: November 3, 2026

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

https://huagongshe.com/reaction/2427891

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-BenzyloxypropiophenoneHCID 78246—
Reactant(4-(Benzyloxy)phenyl)hydrazine monohydrochlorideHCID 3016725—
SolventEthanolHCID 702—
Product1H-Indole, 3-methyl-5-(phenylmethoxy)-2-[4-(phenylmethoxy)phenyl]-HCID 3824745—

Reaction Conditions

Temperature77.5 °C

Reaction Steps

4-Benzyloxy phenyl hydrazine hydrochloride (1.0 g, 4 mmol), 4-benzyloxy propiophenone (0.96 g, 4 mmol) were suspended in 15 ml of ethanol and mixture was refluxed for 12 hrs at a temperature of 75-80° C. Then the mixture was cooled to 10-15° C. within 1 hr. The white product was filtered and washed with chilled ethanol (3 ml). The title compound 5-benzyloxy-2-(4-benzyloxy phenyl)-3-methyl-1H-indole (formula-1) melting at 152-153° C. and purity by HPLC 99.5% was obtained in a yield of 1.4 g (83.6%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968732B1
Source datasetuspto-grants-2011_06
ORD IDord-7637ba9291eb4627a2590556aea70b68
Source noteuspto-grants-2011_06