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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1854547Generated: October 30, 2026

Hydrochloric Acid → (R)-5-Bromo-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid hydrochloride

https://huagongshe.com/reaction/1854547

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(R)-5-Bromo-2-(methoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acidHCID 117720268—
ReactantDimethyl (3R)-5-bromo-3,4-dihydro-1H-isoquinoline-2,3-dicarboxylateHCID 117722930—
SolventWaterHCID 962—
Product(R)-5-Bromo-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid hydrochlorideHCID 117720332—

Reaction Conditions

Temperature95 °C

Reaction Steps

Add water (1.3 L) and 36.5% hydrochloric acid (9.07 Kg, 90.81 moles) to a mixture of dimethyl (3R)-5-bromo-3,4-dihydro-1H-isoquinoline-2,3-dicarboxylate and (3R)-5-bromo-2-methoxycarbonyl-3,4-dihydro-1H-isoquinoline-3-carboxylic acid (Preparation 3a) (520 g, 1.27 moles) in an appropriate vessel and stir the mixture at 95° C. After 12 hours cool the mixture to 10° C. and stir for 15 minutes. Filter the mixture and dry the solid under vacuum at 40° C. give the title compound (332 g, 1.13 moles). MS (m/z): 256.1 (M-Cl (79Br)), 258 (M-Cl (81Br)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962654B2
Source datasetuspto-grants-2015_02
ORD IDord-acde8c0366e2454fb7fda09301481aee
Source noteuspto-grants-2015_02