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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2868Generated: October 25, 2026

Boron tribromide → (+/-)-trans-2-Benzylaminocarbonyl-3,6-dimethyl-8a-(3-hydroxyphenyl)-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrrolo[2,3-g]isoquinoline hydrochloride

https://huagongshe.com/reaction/2868

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
ReactantEther hydrochlorideHCID 10953452—
Reactant(+/-)-trans-2-Benzylaminocarbonyl-3,6-dimethyl-8a-(3-methoxyphenyl)-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrrolo[2,3-g]isoquinolineHCID 22883641—
SolventMethanolHCID 887—
Product(+/-)-trans-2-Benzylaminocarbonyl-3,6-dimethyl-8a-(3-hydroxyphenyl)-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrrolo[2,3-g]isoquinoline hydrochlorideHCID 22883639—

Reaction Steps

0.38 g of (±)-trans-2-benzylaminocarbonyl-3,6-dimethyl-8a-(3-methoxyphenyl)-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrrolo[2,3-g]isoquinoline were treated with 0.55 ml (5.7 mmol) of boron tribromide as described in example 2. The residue was dissolved in MeOH and the solution brought to acidic pH with HCl/Et2O. The solvent was evaporated in vacuo and the solid crystallised from a mixture of acetone/MeOH=1:1, yielding 0.15 g of the title compound. M.p.=297°-299° C. C27H31N3 O2.HCl I.R. (KBr): 3290, 2910, 1650, 1540, 1320cm-1

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05731322
Source datasetuspto-grants-1998_03
ORD IDord-2895d0d365944737af7826beeea98209
Source noteuspto-grants-1998_03