Water → 127293-50-9

HRID 2051586Notes

Reaction equation

HRID 2051586 reaction equation
[Cl-:1].[Al+3].[Cl-:3].[Cl-].[C:5]1([OH:15])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][CH:6]=1.O>ClC1C=CC=C(Cl)C=1>[Cl:1][C:5]1[CH:14]=[C:9]([Cl:3])[CH:8]=[CH:7][C:6]=1[CH:8]1[C:9]2[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:5](=[O:15])[CH2:6][CH2:7]1

Participants

5

Reactant 3

HCID 962WaterHCID 70051-NaphtholHCID 6451240Aluminum(III) Chloride

Product 1

HCID 3803163127293-50-9Yield 142.5%

Reagents, catalysts & solvents 1

HCID 109431,3-DichlorobenzeneSolvent

Conditions

Temperature
65 °C

Procedure

In a suspension of 60 g (0.45 mole) of aluminium chloride in 100 ml of metadichlorobenzene, 28.8 g (0.2 mole) of α-naphthol are introduced in 10 minutes: the temperature rises from 20° to 45° C. The medium is heated for 1 hour 30 mins at 65° C. then hydrolysed with 400 ml of water. After decantation, the organic phase is separated and concentrated in a vacuum from 2 to 5 torrs at 80° C. The residue is dissolved in 100 ml of isopropanol and the resultant solution cooled at 0° C. for 2 hours. The light beige solid formed is separated by filtration and dried to obtain 41.5 g of the expected compound.

Workup

  1. additionare introduced in 10 minutes
  2. customrises from 20° to 45° C
  3. customAfter decantation, the organic phase is separated
  4. concentrationconcentrated in a vacuum from 2 to 5 torrs at 80° C
  5. dissolutionThe residue is dissolved in 100 ml of isopropanol
  6. temperaturethe resultant solution cooled at 0° C. for 2 hours
  7. customThe light beige solid formed
  8. customis separated by filtration
  9. customdried

Sources & evidence

ORD record
ord-b9d2e3c862674a39b72d645bc01a5661
Source dataset
uspto-grants-1991_05
Patent number
US05019655

Reaction notes

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