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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2049762Generated: November 1, 2026

Water → 1-[1-(Dibenzo[b,d]furan-2-yl)prop-1-en-1-yl]pyrrolidine

https://huagongshe.com/reaction/2049762

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTolueneHCID 1140—
ReactantBoron trifluoride etherateHCID 8000—
ReactantPyrrolidineHCID 31268—
Product1-[1-(Dibenzo[b,d]furan-2-yl)prop-1-en-1-yl]pyrrolidineHCID 5390196534%

Reaction Steps

In 100 ml of toluene, 2 g of the starting ketone, 2.12 g of pyrrolidine and 0.14 g of boron trifluoride etherate were dissolved. The mixture was refluxed for 47 hours under argon atmosphere using a Cope water separator and molecular sieve 4A as the dehydrating agent. After having distilled out the solvent, the residue was subjected to a distillation under a reduced pressure to obtain 0.95 g of the desired enamine (yield: 34%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04198510
Source datasetuspto-grants-1980_04
ORD IDord-85a2fb1f19d340cfa6a45f7136db4a65
Source noteuspto-grants-1980_04