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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2404207Generated: October 31, 2026

Hydrochloric Acid → Hydrochloric Acid

https://huagongshe.com/reaction/2404207

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiethyl EtherHCID 3283—
Reactant1,4-DioxaneHCID 31275—
Reactant6-(4-tert-Butyl-cyclohexyloxy)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl esterHCID 66926765—
ProductHydrochloric AcidHCID 31398%
Product6-(4-tert-Butyl-cyclohexyloxy)-1,2,3,4-tetrahydro-isoquinolineHCID 67960614—

Reaction Steps

A solution of 6-(4-tert-butyl-cyclohexyloxy)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (0.89 g, 2.3 mmol) in 4 M of HCl in 1,4-dioxane (10 mL, 40 mmol) and ether (40 mL) was stirred at room temperature for 3 hrs to form white precipitate. The solid was collected by filtration to give desired product as HCl salt (0.73 g, yield: 98%). (400 MHz, DMSO) δ 7.09 (d, 1H), 6.81 (d, 1H), 6.80 (s, 1H), 4.20 (m, 1H), 4.14 (m, 2H), 3.31 (m, 2H), 2.95 (t, 2H), 2.09 (d, 2H), 1.77 (d, 2H), 1.27 (m, 2H), 1.20-0.98 (m, 3H), 0.85 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802659B2
Source datasetuspto-grants-2014_08
ORD IDord-81e5e9aab5804964ba4982688e3b1ad8
Source noteuspto-grants-2014_08