2-(Dimethylamino)ethanol → HCID 116947, compound

HRID 1903699Notes

Reaction equation

HRID 1903699 reaction equation
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH2:3][CH2:2]1.[CH3:8][N:9]([CH2:11][CH2:12][OH:13])[CH3:10]>O1CCCC1>[C:4]([O:13][CH2:12][CH2:11][N:9]([CH3:10])[CH3:8])(=[O:5])[CH2:3][CH2:2][C:1]([OH:6])=[O:7]

Participants

4

Procedure

In a two liter four neck flask equipped with stirrer, thermometer, condenser and addition funnel were charged succinic anhydride (200 g) and tetrahydrofuran (1400 ml). A homogeneous solution of succinic anhydride in tetrahydrofuran was made when the pot temperature reached 50° C. with external heating. Dimethylaminoethanol (178 g) was added at a rate that the exothermic reaction kept the pot temperature at 55° C. to 60° C. The reaction mixture was digested at 50° C. for a period of two hours after the addition of dimethylaminoethanol was completed. A first crop of crystalline product was collected by filtration and a second crop of product was collected from the mother liquor after concentration to 250 ml by means of reduced pressure distillation. These products were combined and dried in a vacuum over at 40° C. and 3 mm Hg pressure. The total yield was 303 g, 80% of the theoretical yield.

Workup

  1. additionthermometer, condenser and addition funnel
  2. customreached 50° C. with external heating
  3. customat 55° C. to 60° C
  4. filtrationA first crop of crystalline product was collected by filtration
  5. customa second crop of product was collected from the mother liquor
  6. concentrationafter concentration to 250 ml
  7. distillationby means of reduced pressure distillation
  8. customdried in a vacuum over at 40° C. and 3 mm Hg pressure

Sources & evidence

ORD record
ord-1f6865c2ec0041478c2c42d19ce5891b
Source dataset
uspto-grants-1984_03
Patent number
US04438045

Reaction notes

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