Piperidine → HCID 69535235, compound

HRID 721964Notes

Reaction equation

HRID 721964 reaction equation
[CH3:1][C:2](=[CH2:13])[CH2:3][O:4][C:5]1[CH:12]=[CH:11][C:8]([CH:9]=O)=[CH:7][CH:6]=1.[C:14]1([S:20]([CH2:23][C:24]#[N:25])(=[O:22])=[O:21])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.N1CCCCC1>C(O)C>[C:14]1([S:20]([C:23](=[CH:9][C:8]2[CH:11]=[CH:12][C:5]([O:4][CH2:3][C:2]([CH3:1])=[CH2:13])=[CH:6][CH:7]=2)[C:24]#[N:25])(=[O:21])=[O:22])[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 82077PhenylsulphonylacetonitrileHCID 132037514-[(2-Methylprop-2-en-1-yl)oxy]benzaldehyde

Product 1

HCID 69535235HCID 69535235, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 4-(2-methylallyloxy)-benzaldehyde (7.03 g, 40 mmol) and of (phenylsulfonyl)acetonitrile (7.24 g, 40 mmol) in 70 ml absolute ethanol is heated under reflux in the presence of a catalytic quantity of piperidine (0.5 ml) for 48 hours. The reaction medium is cooled to room temperature and the precipitate formed is filtered and washed with cold ethanol. After drying in a dessicator, 10.45 g (yield 77%) of 2-benzenesulfonyl-3-[4-(2-methylallyloxy)phenyl]acrylonitrile are obtained in the form of a very pale yellow solid which is used as it is in the next step.

Workup

  1. customthe precipitate formed
  2. filtrationis filtered
  3. washwashed with cold ethanol

Sources & evidence

ORD record
ord-6b89454ad4cb48a09e5a8b203db011a3
Source dataset
uspto-grants-2006_11
Patent number
US07138108B2

Reaction notes

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