Water → HCID 73994295, compound

HRID 47299Notes

Reaction equation

HRID 47299 reaction equation
Cl.[NH2:2][OH:3].C([O-])(=O)C.[Na+].O.C([C:12]1[CH:13]=[C:14]([CH:27]=[CH:28][C:29]=1[O:30][CH3:31])[CH2:15][N:16]1[C:20](=[O:21])[C:19]2=[CH:22][CH:23]=[CH:24][CH:25]=[C:18]2[C:17]1=[O:26])=O>O1CCCC1>[OH:3][N:2]=[C:12]1[C:29]([O:30][CH3:31])=[CH:28][CH:27]=[C:14]([CH2:15][N:16]2[C:20](=[O:21])[C:19]3=[CH:22][CH:23]=[CH:24][CH:25]=[C:18]3[C:17]2=[O:26])[CH2:13]1

Participants

6

Reactant 4

HCID 962WaterHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 22744477N-(3-formyl-4-methoxybenzyl)phthalimide

Product 1

HCID 73994295HCID 73994295, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

5.2 g of hydroxylamine hydrochloride, 12.2 g of sodium acetate, and 50 ml water were added to a mixture of 20 g N-(3-formyl-4-methoxybenzyl)phthalimide and 200 ml tetrahydrofuran, and stirred at room temperature for 1 hr. It was stirred at 60° C. for 1 hr, and then evaporated. Water was added to the resulting residue, and the insoluble matters were collected by filtration. These were washed with diethyl ether to give 20 g of N-(3-hydroxyimino-4-methoxybenzyl)phthalimide.

Workup

  1. stirringIt was stirred at 60° C. for 1 hr
  2. customevaporated
  3. additionWater was added to the resulting residue
  4. filtrationthe insoluble matters were collected by filtration
  5. washThese were washed with diethyl ether

Sources & evidence

ORD record
ord-ccf86a3bd1bd4a2298e8275e885f4e5c
Source dataset
uspto-grants-2004_03
Patent number
US06699870B2

Reaction notes

Loading…