Ethanol → HCID 23080034, compound

HRID 63871

Reaction equation

HRID 63871 reaction equation
C(O)C.[Br:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([CH:15]=O)=[CH:7][CH:6]=1.Cl.[NH2:18][OH:19].C([O-])(=O)C.[Na+]>O>[Br:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8](/[CH:15]=[N:18]/[OH:19])=[CH:7][CH:6]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 46404134-Bromo-1-naphthaldehyde

Product 1

HCID 23080034HCID 23080034, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into a 250-mL round-bottom flask, was placed ethanol (100 mL), water (40 mL), 4-bromonaphthalene-1-carbaldehyde (4.3 g, 18.29 mmol, 1.00 equiv), hydroxylamine hydrochloride (1.52 g, 21.87 mmol, 1.20 equiv), sodium acetate (2.25 g, 27.43 mmol, 1.50 equiv). The resulting solution was stirred for 2 h at room temperature. The resulting mixture was concentrated under vacuum. The solids were collected by filtration and washed with enough water. The solid was dried in an oven under reduced pressure. This resulted in 4.5 g (98%) of (E)-N-[(4-bromonaphthalen-1-yl)methylidene]hydroxylamine as a white solid.

Workup

  1. customInto a 250-mL round-bottom flask, was placed
  2. concentrationThe resulting mixture was concentrated under vacuum
  3. filtrationThe solids were collected by filtration
  4. washwashed with enough water
  5. customThe solid was dried in an oven under reduced pressure
  6. customThis resulted in 4.5 g (98%) of (E)-N-[(4-bromonaphthalen-1-yl)methylidene]hydroxylamine as a white solid

Sources & evidence

ORD record
ord-5c26ee1119f740c48a0fa8b649b90420
Source dataset
uspto-grants-2016_09
Patent number
US09447084B2

Linked notes

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