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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 26401Generated: October 25, 2026

Diethyl Ether → 9b-Allyl-8-methoxy-3-methyl-5,9b-dihydrobenz[e]indoline

https://huagongshe.com/reaction/26401

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantLithium HydroxideHCID 3939—
ReactantPicric AcidHCID 6954—
ReactantPicrateHCID 4432340—
Reactant2,3-Dihydro-1h-benzo[e]indoleHCID 11147965—
SolventEthanolHCID 702—
Product9b-Allyl-8-methoxy-3-methyl-5,9b-dihydrobenz[e]indolineHCID 23330780—

Reaction Steps

The benz[e]indoline IIa regenerated from the picrate XIVd (X=picric acid) as follows: A mixture of finely powder picrate (10 mmol), 1 N aqueous lithium hydroxide (50 ml), ethanol (20 ml) and ether (100 ml) in a separatory funnel was shaken until all the picrate had dissolved. The ether phase was washed with water and, after drying, was evaporated to dryness to give the free base IIa quantitatively.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04150032
Source datasetuspto-grants-1979_04
ORD IDord-16a17a0b36e14ed6b91cdc45dfc700a2
Source noteuspto-grants-1979_04