Sodium Hydroxide → HCID 178440550, compound

HRID 568580Notes

Reaction equation

HRID 568580 reaction equation
Cl.[NH2:2][OH:3].[CH2:4]([C:8]12[CH2:14][CH:11]([CH:12]=[CH:13]1)[CH:10]1[C:15]([O:17][C:18](=[O:19])[CH:9]21)=[O:16])[C:5](=[CH2:7])[CH3:6].[OH-].[Na+]>O>[OH:3][N:2]=[C:18]([CH:9]1[CH:10]([C:15]([OH:17])=[O:16])[CH:11]2[CH2:14][C:8]1([CH2:4][C:5](=[CH2:7])[CH3:6])[CH:13]=[CH:12]2)[OH:19]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 53825462HCID 53825462, compound

Product 1

HCID 178440550HCID 178440550, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

34.75 g of hydroxylamine hydrochloride are dissolved in water, and 109 g of methallylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride are added. There are then added dropwise, with stirring, 40 g of 50% aqueous sodium hydroxide solution, and the mixture is refluxed for 1 hour. All volatile components are afterwards distilled off, the residue is taken up in toluene, the precipitated sodium chloride is filtered off, and the toluene is removed in a rotary evaporator (150° C., 2000 Pa). There are thus obtained 98.5 g of a highly viscous liquid (90% of theory), which is not distillable up to 200° C./2.5 Pa, since the product presumably is in the form of a dimer.

Workup

  1. additionThere are then added dropwise
  2. distillationAll volatile components are afterwards distilled off
  3. filtrationthe precipitated sodium chloride is filtered off
  4. customthe toluene is removed in a rotary evaporator (150° C., 2000 Pa)
  5. customis not distillable up to 200° C./2.5 Pa, since the product

Sources & evidence

ORD record
ord-bb240e2e70bb4bb19248fed7a87b6390
Source dataset
uspto-grants-1988_03
Patent number
US04728742

Reaction notes

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