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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2172282Generated: October 30, 2026

Methanol → HCID 89813562, compound

https://huagongshe.com/reaction/2172282

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantAcetyl chlorideHCID 6367—
ReactantHCID 89815629HCID 89815629—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89813562HCID 8981356298.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of tert-butyl 5-(2-bromo-4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate (2.73 g, 5.98 mmol) in 12 mL THF was treated with methanol (2.421 ml, 59.8 mmol) and was cooled to 0° C. Acetyl chloride (4.25 ml, 59.8 mmol) was added, and the reaction mixture was allowed to stir overnight. LC/MS showed mostly product, so the reaction mixture was concentrated yielding 5-(2-bromo-4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride (2.32 g, 5.91 mmol). [M+H]+=357.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051311B2
Source datasetuspto-grants-2015_06
ORD IDord-a40b1331a36b48e98c9f85465cd91af1
Source noteuspto-grants-2015_06