Ethanol → HCID 19867685, compound

HRID 1199047Notes

Reaction equation

HRID 1199047 reaction equation
Br[CH2:2][CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].[CH3:9][CH:10]1[CH2:15][CH2:14][CH2:13][CH:12]([CH3:16])[NH:11]1.[CH2:17](O)C>>[CH3:9][CH:10]1[CH2:15][CH2:14][CH2:13][CH:12]([CH3:16])[N:11]1[CH2:17][CH2:2][CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5]

Participants

4

Reactant 3

HCID 702EthanolHCID 68320Ethyl 3-bromopropionateHCID 68843Nanofin

Product 1

HCID 19867685HCID 19867685, compound

Procedure

A mixture of ethyl 3-bromo-propionate(25.8g), 2,6-dimethyl-piperidine (30 g) and ethanol (40 cc) is heated for 2 hours under reflux. The reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa) and the residue is taken up in 5N sodium hydroxide solution (30 cc) and then extracted with methylene chloride (3×50 cc). The organic phase is dried over magnesium sulphate, filtered, and concentrated to dryness under reduced pressure (2.7 kPa) at 40° C. Ethyl 4-(2,6-dimethyl-1-piperidyl)butyrate(29 g) is thus obtained as an oil which can be employed in the subsequent synthesis without purification.

Workup

  1. temperatureis heated for 2 hours
  2. temperatureunder reflux
  3. concentrationThe reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa)
  4. extractionextracted with methylene chloride (3×50 cc)
  5. dry with materialThe organic phase is dried over magnesium sulphate
  6. filtrationfiltered
  7. concentrationconcentrated to dryness under reduced pressure (2.7 kPa) at 40° C

Sources & evidence

ORD record
ord-2f9f50033a0143e4bc5430bce7c0cfe0
Source dataset
uspto-grants-1990_02
Patent number
US04898871

Reaction notes

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