Dimethyl Sulfoxide → Piperidine

HRID 908906Notes

Reaction equation

HRID 908906 reaction equation
ICCCOC/C=C/C1C=CC2OCC[O:16][C:11]=2C=1.[NH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1.[C:25](=[O:28])([O-:27])[O-].[Na+].[Na+].CS(C)=[O:33]>>[NH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1.[C:11]([O-:16])(=[O:33])[C:25]([O-:27])=[O:28]

Participants

6

Reactant 4

HCID 679Dimethyl SulfoxideHCID 8082PiperidineHCID 10340Sodium CarbonateHCID 23150783HCID 23150783, compound

Product 2

HCID 8082PiperidineHCID 71081Oxalate

Procedure

A Following the procedure described in example 7§B, but starting from trans-2,3-dihydro-6-[3-(3-iodopropoxy)prop-1-en-1-yl]benzo[1,4]dioxine (200 mg), piperidine (165 μL) and sodium carbonate (294 mg) in dimethylsulfoxide (1.8 mL) affords 172 mg of 1-{3-[3-(2,3-dihydrobenzo[1,4]dioxin-6-yl)allyl]oxy}propyl)piperidine, oxalate melting at 120° C.

Sources & evidence

ORD record
ord-9b7db83ec7644dc19202b209e8c91379
Source dataset
uspto-grants-2011_09
Patent number
US08017646B2

Reaction notes

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