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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2270979Generated: October 27, 2026

Hydrochloric Acid → HCID 178452159, compound

https://huagongshe.com/reaction/2270979

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPhthalic AnhydrideHCID 6811—
ReactantTetrahydrofuranHCID 8028—
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactanttert-Butyl 3-acetyl-1H-indole-1-carboxylateHCID 14593498—
ProductHCID 178452159HCID 17845215930%

Reaction Steps

To a solution of 777 mg (3 mmol) of 3-acetyl-1-tert-butoxycarbonyl-indole in THF (10 ml) was added 3.6 ml (3.6 mmol) of 1M LHMDS in THF at −78° C. The mixture was gradually warmed to room temperature. The mixture was cooled again to −78° C. and treated with 525 mg (3.6 mmol) of phthalic anhydride. The reaction solution was warmed to room temperature and mixed with ice water. The solution was acidified with 1N hydrochloric acid and extracted with ethyl acetate. The extract was washed with water and dried, and then concentrated. The obtained residue was crystallized from ethyl acetate-n-hexane to give 362 mg of the titled compound. Yield: 30%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06333323B1
Source datasetuspto-grants-2001_12
ORD IDord-11d44ec7b6a74ab4803091d5df297c74
Source noteuspto-grants-2001_12