Sodium Hydroxide → HCID 54540778, compound

HRID 1763788Notes

Reaction equation

HRID 1763788 reaction equation
Br[CH2:2][CH2:3][CH:4]1[O:8][C:7]([CH3:10])([CH3:9])[C:6]([CH3:12])([CH3:11])[O:5]1.[CH2:13]([NH2:19])[CH2:14][CH2:15][CH:16]=[CH:17][CH3:18].[OH-].[Na+]>O>[CH2:13]([NH:19][CH2:2][CH2:3][CH:4]1[O:8][C:7]([CH3:10])([CH3:9])[C:6]([CH3:12])([CH3:11])[O:5]1)[CH2:14][CH2:15][CH:16]=[CH:17][CH3:18]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 533884Hex-4-enylamineHCID 20307405HCID 20307405, compound

Product 1

HCID 54540778HCID 54540778, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

2-Bromoethyl-4,4,5,5-tetramethyl-1,3-dioxolane (20 grams) and 4-hexenylamine (100 ml) are charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. The reaction mixture is heated at a temperature of about 100° C. for a period of about 3 hours. After this time sodium hydroxide (10 grams) dissolved in water (100 ml) is added and the resulting mixture is stirred for a period of about 30 minutes. The reaction mixture is then extracted with ether. The ether extract is dried over anhydrous magnesium sulfate, filtered and stripped of solvent to yield the desired product N-hex-4-enyl-N-(4,4,5,5-tetramethyl-1,3-dioxolan-2-ylethyl)amine.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. additionis added
  4. extractionThe reaction mixture is then extracted with ether
  5. extractionThe ether extract
  6. dry with materialis dried over anhydrous magnesium sulfate
  7. filtrationfiltered

Sources & evidence

ORD record
ord-9df2afa720794690b358f035de5e992e
Source dataset
uspto-grants-1978_09
Patent number
US04113464

Reaction notes

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