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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038117Generated: November 3, 2026

Dichloromethane → HCID 66939863, compound

https://huagongshe.com/reaction/1038117

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantChloroacetyl chlorideHCID 6577—
ReactantDiisopropylethylamineHCID 81531—
Reactant5,8-Difluoro-1,2,3,4-Tetrahydroisoquinoline HydrochlorideHCID 45074007—
ProductHCID 66939863HCID 66939863—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a stirred suspension of 5,8-di-fluoro-1,2,3,4-tetrahydroisoquinoline hydrochloride (0.69 g, 3.36 mmol) in dichloromethane (20 ml) at 0° C. under nitrogen, diisopropylethylamine (1.40 ml, 8.05 mmol) followed by chloroacetyl chloride (0.32 ml, 4.03 mmol) were added. The mixture was stirred at 0° C. for 2 hr. After being quenched with saturated sodium carbonate solution, water and dichloromethane were added. Layers were separated and the separated aqueous layer was extracted with dichloromethane. The combined organic layers were dried (MgSO4), filtered and solvents were removed in vacuum. Column purification [Hexanes-Ethyl acetate, 4:1 (v/v)] gave chloride 1AC (619 mg, 75%) as colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546404B2
Source datasetuspto-grants-2013_10
ORD IDord-5735e197b6a5423aaaaf6a411e62d7bf
Source noteuspto-grants-2013_10