2-(Dimethylamino)ethanol → HCID 116947, compound
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
Reactant 2
Product 1
Reagents, catalysts & solvents 1
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
- additionthermometer, condenser and addition funnel
- customreached 50° C. with external heating
- customat 55° C. to 60° C
- filtrationA first crop of crystalline product was collected by filtration
- customa second crop of product was collected from the mother liquor
- concentrationafter concentration to 250 ml
- distillationby means of reduced pressure distillation
- 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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