Ethyl vinyl ether → HCID 23564067, compound

HRID 1059335Notes

Reaction equation

HRID 1059335 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](=[C:14](O)[CH3:15])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].[CH2:19]([O:21]C=C)[CH3:20]>>[CH:19]([O:21][CH2:15][CH:14]=[C:11]1[CH2:12][CH2:13][N:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:9][CH2:10]1)=[CH2:20]

Participants

4

Reactant 3

HCID 8023Ethyl vinyl etherHCID 14798Sodium HydroxideHCID 18670261HCID 18670261, compound

Product 1

HCID 23564067HCID 23564067, compound

Procedure

To a solution of 1.08 g of (1-benzylpiperidin-4-ylidene)ethanol in vinyl ethyl ether (30 ml) was added in a nitrogen atmosphere 0.107 g of mercurous trifluoroacetate. After stirring at room temperature for 18 hours, 10 ml of a 10% aqueous solution of sodium hydroxide was added thereto and the resulting mixture was extracted with n-hexane (50 ml). The organic layer was washed with an aqueous solution of sodium chloride (3×10 ml), dried over anhydrous magnesium sulfate and concentrated under reduced pressure to thereby give 1.153 g of the title compound as a colorless oily substance.

Workup

  1. extractionthe resulting mixture was extracted with n-hexane (50 ml)
  2. washThe organic layer was washed with an aqueous solution of sodium chloride (3×10 ml)
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-e6c6940e517c44a586b22e322fb9835a
Source dataset
uspto-grants-2003_02
Patent number
US06518423B1

Reaction notes

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