Hydrochloric Acid → HCID 15696555, compound

HRID 1193506Notes

Reaction equation

HRID 1193506 reaction equation
[C:1]1(=[O:7])[NH:5][C:4](=[O:6])[CH2:3][CH2:2]1.[Na].Cl.[OH-].[K+].[CH3:12][CH2:13][CH2:14]O>>[O:7]=[C:1]1[CH2:2][CH2:3][CH:4]([O:6][CH2:12][CH2:13][CH3:14])[NH:5]1

Participants

6

Reactant 5

HCID 313Hydrochloric Acid2×HCID 10311-Propanol4×HCID 11439SuccinimideHCID 14797Potassium HydroxideHCID 5360545Sodium

Product 1

HCID 15696555HCID 15696555, compound

Procedure

To a mixture of 28.64 g of succinimide and of 1200 cm3 of N-propanol, cooled to -7° C., 7 g of sodium bobohydride is added. This is agitated for 4 hours at -7° to 0° C., while adding every 15 minutes 15 drops of a 2N solution of hydrochloric acid in N-propanol. The mixture is then taken to a pH of about 2 by adding a 2N solution of hydrochloric acid in N-propanol, agitated for 1 hour at about 0° C., then returned to pH 7 by the addition of a saturated solution of potassium hydroxide in N-propanol. After allowing a return to ambient temperature, the solvent is evaporated off under reduced pressure. The residue is extracted with 550 cm3 of chloroform, filtered, the organic solution is washed with water, dried and the solvent is evaporated under reduced pressure. 27.5 g of the expected product is obtained. m.p. 52°-54° C.

Workup

  1. stirringagitated for 1 hour at about 0° C.
  2. customto ambient temperature
  3. customthe solvent is evaporated off under reduced pressure
  4. extractionThe residue is extracted with 550 cm3 of chloroform
  5. filtrationfiltered
  6. washthe organic solution is washed with water
  7. customdried
  8. customthe solvent is evaporated under reduced pressure

Sources & evidence

ORD record
ord-84981ea63270444b8fb811adc3589040
Source dataset
uspto-grants-1989_03
Patent number
US04810722

Reaction notes

Loading…