2-Naphthalenecarboxaldehyde → 2-Naphthalenecarboxaldehyde, oxime

HRID 1088930Notes

Reaction equation

HRID 1088930 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH:11]=O.C(N(CC)CC)C.Cl.[NH2:21][OH:22]>C(Cl)Cl>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH:11]=[N:21][OH:22]

Participants

5

Reactant 3

HCID 62012-NaphthalenecarboxaldehydeHCID 8471TriethylamineHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 5927892-Naphthalenecarboxaldehyde, oximeYield 98.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
35 °C

Procedure

To a mixture of 7.8 g of 2-naphthalaldehyde and 7.1 ml of triethylamine in 100 ml of methylene chloride was added 3.54 g of hydroxylamine hydrochloride and the mixture heated at 35° C. for three hours. The organic reaction solvent was washed with water, dried and concentrated to give 8.4 g of product.

Workup

  1. washThe organic reaction solvent was washed with water
  2. customdried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-68afda6e83ed4db4837418f5a9d1bbe4
Source dataset
uspto-grants-1990_10
Patent number
US04963689

Reaction notes

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