Water → 5-Bromo-6-hydroxy-2-naphthaldehyde

HRID 374869

Reaction equation

HRID 374869 reaction equation
[Br:1]Br.[OH:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH:10]=[C:9]([CH:14]=[O:15])[CH:8]=[CH:7]2.O>C(O)(=O)C>[Br:1][C:5]1[C:4]([OH:3])=[CH:13][CH:12]=[C:11]2[C:6]=1[CH:7]=[CH:8][C:9]([CH:14]=[O:15])=[CH:10]2

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 27641106-Hydroxy-2-naphthaldehyde

Product 1

HCID 189963195-Bromo-6-hydroxy-2-naphthaldehydeYield 94%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Step b) Bromine (7.45 mL, 145.3 mmol) was added dropwise to a cold (0° C.) solution of 6-hydroxy-2-naphthaldehyde (25.0 g, 145.3 mmol) in acetic acid (300 mL). After stirring for 30 minutes the mixture was poured into water (21), and the precipitated solid filtered and dried to yield a brown solid (34.5 g, 94% yield, m.p. 189-190).

Workup

  1. filtrationthe precipitated solid filtered
  2. customdried
  3. customto yield a brown solid (34.5 g, 94% yield, m.p. 189-190)

Sources & evidence

ORD record
ord-e3c8938ecf0449b9b05442428f6fd33f
Source dataset
uspto-grants-1996_01
Patent number
US05482968

Linked notes

Loading…