Diethylamine → HCID 19907346, compound

HRID 2371552Notes

Reaction equation

HRID 2371552 reaction equation
Br[CH2:2][CH2:3][CH2:4][C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([CH2:15][CH2:16][CH2:17]Br)[CH:11]=2)[CH:6]=1.[CH2:19]([NH:21][CH2:22][CH3:23])[CH3:20]>C(O)C>[CH2:19]([N:21]([CH2:22][CH3:23])[CH2:2][CH2:3][CH2:4][C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([CH2:15][CH2:16][CH2:17][N:21]([CH2:22][CH3:23])[CH2:19][CH3:20])[CH:11]=2)[CH:6]=1)[CH3:20]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 19907423HCID 19907423, compound

Product 1

HCID 19907346HCID 19907346, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 132 mg of 2,6-bis(3-bromopropyl)naphthalene in 1 ml of absolute ethanol was added dropwise 368 μl of diethylamine at a room temperature with stirring, and the mixture was refluxed for 2.5 hours and then cooled. The reaction mixture was evaporated under a reduced pressure, and after adding 20 ml of water, extracted with 50 ml of benzene. The extract was washed with a saturated sodium chloride aqueous solution, dried over magnesium sulfate, filtered, and evaporated under a reduced pressure to obtain 78 mg of the title compound as a pale yellow liquid.

Workup

  1. temperaturethe mixture was refluxed for 2.5 hours
  2. temperaturecooled
  3. customThe reaction mixture was evaporated under a reduced pressure
  4. additionafter adding 20 ml of water
  5. extractionextracted with 50 ml of benzene
  6. washThe extract was washed with a saturated sodium chloride aqueous solution
  7. dry with materialdried over magnesium sulfate
  8. filtrationfiltered
  9. customevaporated under a reduced pressure

Sources & evidence

ORD record
ord-2ca627885b454bc98c080b9ee52dfb47
Source dataset
uspto-grants-1992_03
Patent number
US05093370

Reaction notes

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