Hydrochloric Acid → HCID 15696556, compound

HRID 1193508Notes

Reaction equation

HRID 1193508 reaction equation
[C:1]1(=[O:7])[NH:5][C:4](=[O:6])[CH2:3][CH2:2]1.[BH4-].[Na+].Cl.[OH-].[K+].[CH:13](O)([CH3:15])[CH3:14]>>[O:7]=[C:1]1[CH2:2][CH2:3][CH:4]([O:6][CH:13]([CH3:15])[CH3:14])[NH:5]1

Participants

6

Reactant 5

HCID 313Hydrochloric Acid2×HCID 3776Isopropanol4×HCID 11439SuccinimideHCID 14797Potassium HydroxideHCID 4311764Sodium borohydride

Product 1

HCID 15696556HCID 15696556, compound

Conditions

Temperature
-10 °C

Procedure

To a mixture of 28.64 g of succinimide in 1200 cm3 of isopropanol cooled to -10° C., 32.8 g of sodium borohydride is added, with agitaton for 4 hours, while maintaining the temperature at -10° to 0° C. Every 15 minutes 15 drops of a 2M solution of hydrochloric acid in isopropanol is added. Operating at 0° to +2° C., the reactional mixture is then taken to pH 2-3 by the addition of a 2N solution of hydrochloric acid in isopropanol, then agitated for 2 hours at the same temperature. Neutralization is then done by the addition of a saturated solution of potassium hydroxide in isopropanol, operating at -°C. The isopropanol is evaporated off under reduced pressure, and after extracting with chloroform, filtering and evaporating off the solvent under reduced pressure, 20.5 g of the expected product is obtained, m.p. 68° to 71° C.

Workup

  1. temperaturewhile maintaining the temperature at -10° to 0° C
  2. customOperating at 0° to +2° C.
  3. customThe isopropanol is evaporated off under reduced pressure
  4. extractionafter extracting with chloroform
  5. filtrationfiltering
  6. customevaporating off the solvent under reduced pressure

Sources & evidence

ORD record
ord-46f30fef453b4b82a0a1c9f1450072d3
Source dataset
uspto-grants-1989_03
Patent number
US04810722

Reaction notes

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