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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2280090Generated: October 31, 2026

Dimethylamine → HCID 72546828, compound

https://huagongshe.com/reaction/2280090

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
ReactantNaphthaleneHCID 931—
ReactantTetrahydrofuranHCID 8028—
ReactantLithium HexamethyldisilazideHCID 2733832—
CatalystHCID 66572931HCID 66572931—
ProductHCID 72546828HCID 7254682848%

Reaction Conditions

Temperature85 °C

Reaction Steps

Follows general procedure E: Ruphos palladacycle (4 mg, 0.0053 mmol), LHMDS (0.42 mL, 0.42 mmol), naphthalene (0.060 g, 0.21 mmol), THF (0.8 mL), and dimethylamine (0.16 mL, 0.32 mmol). The reaction mixture was heated at 85° C. for 1 h, turning the reaction mixture black. The crude product was purified by silica gel flash column chromatography (12 g silica cartridge, 0-15% ethyl acetate/hexanes) to yield the title compound as a dark yellow solid (0.030 g, 48%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133234B2
Source datasetuspto-grants-2015_09
ORD IDord-171f347c14294815952a970f450f3a30
Source noteuspto-grants-2015_09