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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 126923Generated: October 25, 2026

Iem 2115 → Trans-1-ethyl-4-[(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)amino]-3-pyrrolidinol (Z)-Butenedioate

https://huagongshe.com/reaction/126923

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIem 2115HCID 81481—
ReactantMaleate(2-)HCID 5288227—
ReactantN-ethyl-3,4-epoxypyrrolidineHCID 13320194—
CatalystHydrochloric AcidHCID 313—
ProductTrans-1-ethyl-4-[(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)amino]-3-pyrrolidinol (Z)-ButenedioateHCID 86737534—

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 7.5 g (0.036 mole) of 5-amino-10,11-dihydro-5H-dibenzo[a,d]cycloheptene, 4.1 g (0.036 mole) of n-ethyl-3,4-epoxypyrrolidine and 2 drops concentrated hydrochloric acid was heated at 140° C. under a nitrogen atmosphere overnight. The residue was converted to the maleate. The salt was recrystallized twice from isopropyl alcohol, converted to the base, reconverted to the maleate, and recrystallized from isopropyl alcohol to yield 1.4 g. (7%) of white solid, m.p. 132°-135° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04254135
Source datasetuspto-grants-1981_03
ORD IDord-c7a9b1408ab8447a96ede91574336901
Source noteuspto-grants-1981_03