3-Methylpiperidine → HCID 53877760, compound

HRID 1761387Notes

Reaction equation

HRID 1761387 reaction equation
Cl[CH2:2][CH:3]1[CH2:7][O:6][C:5]([CH3:17])([C:8]([CH3:16])=[CH:9][C:10]2[S:11][CH:12]=[CH:13][C:14]=2[CH3:15])[O:4]1.[CH3:18][CH:19]1[CH2:24][CH2:23][CH2:22][NH:21][CH2:20]1>>[CH3:17][C:5]1([C:8]([CH3:16])=[CH:9][C:10]2[S:11][CH:12]=[CH:13][C:14]=2[CH3:15])[O:4][CH:3]([CH2:2][N:21]2[CH2:22][CH2:23][CH2:24][CH:19]([CH3:18])[CH2:20]2)[CH2:7][O:6]1

Participants

3

Reactant 2

HCID 790813-MethylpiperidineHCID 54505345HCID 54505345, compound

Product 1

HCID 53877760HCID 53877760, compoundYield 81%

Conditions

Temperature
120 °C

Procedure

A mixture of 19 g (0.07 mol) of 4-chloromethyl-2-methyl-2-[1-(3-methylthien-2-yl)-propen-2-yl]-dioxolane and 18 g (0.18 mol) of 3-methylpiperidine is heated at 120° C. for 16 hours, with stirring. For working up, the cooled reaction mixture is partitioned between water, and diethyl ether and the organic phase is separated off, dried over magnesium sulphate and evaporated in vacuo. 19 g (81% of theory) of 2-methyl-4-(3-methylpiperidin-1-yl-methyl)-2-[1-(3-methylthien-2-yl]-propen-2-yl]-dioxolane of refractive index nD20 1.5402 are obtained.

Workup

  1. customthe cooled reaction mixture
  2. customis partitioned between water, and diethyl ether
  3. customthe organic phase is separated off
  4. dry with materialdried over magnesium sulphate
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-ff22a53075324d6383405de06dc16514
Source dataset
uspto-grants-1989_05
Patent number
US04826836

Reaction notes

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