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

HRID 1609125Notes

Reaction equation

HRID 1609125 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 (2 l), 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-1388029b1174411dae9ce64bf60d7502
Source dataset
uspto-grants-1995_03
Patent number
US05399588

Reaction notes

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