Sodium Hydroxide → HCID 178438308, compound

HRID 568586Notes

Reaction equation

HRID 568586 reaction equation
Cl.[NH2:2][OH:3].[CH2:4]([C:7]12[CH2:13][CH:10]([CH:11]=[CH:12]1)[CH:9]1[C:14]([O:16][C:17](=[O:18])[CH:8]21)=[O:15])[CH:5]=[CH2:6].[OH-].[Na+]>O>[OH:3][N:2]=[C:17]([CH:8]1[CH:9]([C:14]([OH:16])=[O:15])[CH:10]2[CH2:13][C:7]1([CH2:4][CH:5]=[CH2:6])[CH:12]=[CH:11]2)[OH:18]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 54206110Allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride

Product 1

HCID 178438308HCID 178438308, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

139 g (2 mols) of hydroxylamine hydrochloride are dissolved in 200 ml of water; there are then added 408 g (2 mols) of allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride (produced according to Example 1 of the U.S. Pat. No. 3,105,839), and 160 g of 50% aqueous sodium hydroxide solution are subsequently introduced dropwise with vigorous stirring. The mixture is afterwards refluxed for 1 hour; the water and traces of oily constituents are distilled off, the residue is taken up in toluene, the sodium chloride is filtered off, and the toluene is removed in a rotary evaporator at 150° C. and 2000 Pa. There remain 402.6 g of the product (91.5% of theory) in the form of a light-brown viscous liquid having a viscosity of 1.28 Pa.s at 80° C.

Workup

  1. customproduced
  2. temperatureThe mixture is afterwards refluxed for 1 hour
  3. distillationthe water and traces of oily constituents are distilled off
  4. filtrationthe sodium chloride is filtered off
  5. customthe toluene is removed in a rotary evaporator at 150° C.
  6. customat 80° C.

Sources & evidence

ORD record
ord-f5d551e5a9ce44778c75eea1b9aa17d7
Source dataset
uspto-grants-1988_03
Patent number
US04728742

Reaction notes

Loading…