Piperidine → HCID 59706559, compound

HRID 1774400Notes

Reaction equation

HRID 1774400 reaction equation
Br[CH2:2]/[C:3](=[C:8](\[CH3:13])/[C:9]([O:11][CH3:12])=[O:10])/[C:4]([O:6][CH3:7])=[O:5].[NH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1.CCCCCC.C(OCC)(=O)C>CN(C)C=O>[CH3:13]/[C:8](/[C:9]([O:11][CH3:12])=[O:10])=[C:3](\[CH2:2][N:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1)/[C:4]([O:6][CH3:7])=[O:5]

Participants

5

Reactant 3

HCID 8082PiperidineHCID 21226206Ethyl acetate hexaneHCID 86619641HCID 86619641, compound

Product 1

HCID 59706559HCID 59706559, compoundYield 39%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of dimethyl 2-bromomethyl-3-methylmaleate (32 mg, 0.13 mmol) in anhydrous dimethylformamide (450 μL) was added piperidine (21 mg, 0.25 mmol) at room temperature, and the mixture was left standing at 50° C. for 4 h. The reaction mixture was directly concentrated under reduced pressure and the residue thus obtained was subjected to silica gel column chromatography (hexane-ethyl acetate 3:2) to give 3 mg of the title compound as oil (yield: 39%).

Workup

  1. waitthe mixture was left
  2. concentrationThe reaction mixture was directly concentrated under reduced pressure
  3. customthe residue thus obtained

Sources & evidence

ORD record
ord-cf4345f8c3984244a456346cc4975631
Source dataset
uspto-grants-2016_02
Patent number
US09260375B2

Reaction notes

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