Triethylamine → HCID 19785761, compound

HRID 728625Notes

Reaction equation

HRID 728625 reaction equation
C(N(CC)CC)C.[OH:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][CH:14]1[O:18][CH2:17][CH2:16][O:15]1.[C:19](Cl)(=[O:23])[C:20]([CH3:22])=[CH2:21]>C(Cl)Cl>[C:19]([O:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][CH:14]1[O:15][CH2:16][CH2:17][O:18]1)(=[O:23])[C:20]([CH3:22])=[CH2:21]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 13528Methacryloyl chlorideHCID 130706952-[2-(1,3-Dioxolan-2-yl)ethoxy]ethan-1-ol

Product 1

HCID 19785761HCID 19785761, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a 500 ml four-neck round bottom flask equipped with a mechanical stirrer, condenser, thermometer and addition funnel were added 22.0 g triethylamine, 32.4g.2-[2-(2-hydroxyethoxy)ethyl-1,3-dioxolane, and 180 ml methylene chloride. The temperature was reduced to about 0° C. to -5° C. A total of 23.22 g. methacryloyl chloride was added dropwise through an addition funnel. While maintaining the temperature at about 0 to -5°, the mixture was then allowed to warm to room temperature and stirred for 30 min. and added to an equal volume (180 ml) of ice-water. The methylene chloride layer was separated from the aqueous layer, a small amount of anhydrous magnesium sulfate (3 g) was added, the solution was filtered, and methylene chloride was stripped off to isolate the product. Purification was done by distillation at 106° C. under 0.2 Hg pressure.

Workup

  1. customTo a 500 ml four-neck round bottom flask equipped with a mechanical stirrer, condenser
  2. additionthermometer and addition funnel
  3. customwas reduced to about 0° C. to -5° C
  4. temperatureWhile maintaining the temperature at about 0 to -5°
  5. customThe methylene chloride layer was separated from the aqueous layer
  6. additiona small amount of anhydrous magnesium sulfate (3 g) was added
  7. filtrationthe solution was filtered
  8. customto isolate the product
  9. customPurification
  10. distillationwas done by distillation at 106° C. under 0.2 Hg pressure

Sources & evidence

ORD record
ord-a865870098ef4d499bb5b202832402f3
Source dataset
uspto-grants-1991_09
Patent number
US05049634

Reaction notes

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