Epichlorohydrin → HCID 86662489, compound

HRID 1892032Notes

Reaction equation

HRID 1892032 reaction equation
C(C1OC1)Cl.[CH2:6]([O:10][C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]=1[CH:21]=O)[CH:7]1[O:9][CH2:8]1.[OH2:23].O.O.C([O-])(=O)C.[Na+].Cl.[NH2:32]O>C(O)C.O>[CH2:6]([O:10][C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]=1[CH:21]=[N:32][OH:23])[CH:7]1[O:9][CH2:8]1

Participants

7

Reactant 4

HCID 7835EpichlorohydrinHCID 443297Hydroxyamine hydrochlorideHCID 3149434HCID 3149434, compoundHCID 23665404Sodium Acetate Trihydrate

Product 1

HCID 86662489HCID 86662489, compoundYield 100.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent3×HCID 962WaterSolvent2×

Procedure

As shown in Chemical Formula 2, an ethanol solution in which 5.03 g (22.0 mmol) of 2-(glycidyloxy)-1-naphthoaldehyde (3) was thoroughly dissolved in 110 mL of ethanol was prepared. Separately, an aqueous solution in which 4.48 g (32.9 mmol) of sodium acetate trihydrate and 2.29 g (32.9 mmol) of hydroxylamine hydrochloride were dissolved in 110 mL of water was prepared. The aqueous solution was added to the ethanol solution and the resultant reaction mixture was stirred at room temperature for 4 hours to effect the reaction. Then, water was added to the reaction mixture and the resultant precipitate was recovered by filtration and was vacuum-dried to obtain 5.36 g (yield: 100%) of 2-(glycidyloxy)-1-naphthoaldehyde oxime (4) as a white powder.

Workup

  1. customwas prepared
  2. customwas prepared
  3. customthe resultant reaction mixture
  4. customthe reaction
  5. filtrationthe resultant precipitate was recovered by filtration
  6. customwas vacuum-dried

Sources & evidence

ORD record
ord-b9c25973a388437f9f190d75dd572574
Source dataset
uspto-grants-2013_08
Patent number
US08507611B2

Reaction notes

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