9-Methylanthracene → 9-Methyl-9,10-dihydroanthracene

HRID 66271

Reaction equation

HRID 66271 reaction equation
[CH3:1][C:2]1[C:3]2[C:8]([CH:9]=[C:10]3[C:15]=1[CH:14]=[CH:13][CH:12]=[CH:11]3)=[CH:7][CH:6]=[CH:5][CH:4]=2.[Ba].[H][H]>[Cr]([O-])([O-])=O.[Cu+2].C(O)C>[CH3:1][CH:2]1[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:8]=2[CH2:9][C:10]2[C:15]1=[CH:14][CH:13]=[CH:12][CH:11]=2

Participants

6

Reactant 3

HCID 130689-MethylanthraceneHCID 5355457BariumHCID 178418361HCID 178418361, compound

Product 1

HCID 6016909-Methyl-9,10-dihydroanthracene

Reagents, catalysts & solvents 2

HCID 178505374HCID 178505374, compoundCatalystHCID 702EthanolSolvent

Conditions

Temperature
150 °C

Procedure

9,10-Dihydro-9-methylanthracene was prepared by pressurizing a mixture of 2 g of 9-methylanthracene, 0.5 g of a barium-promoted copper chromite catalyst (Girdler G-22), and 3 ml of ethyl alcohol with hydrogen to 3000 psi at room temperature, followed by heating the mixture at a temperature of 150° C. for 1 hour with agitation. The product was characterized by nmr spectroscopy. The products of four such runs were combined, and the mixture was vacuum-distilled to give 9,10-dihydro-9-methylanthracene as a pale-yellow solid.

Workup

  1. custom9,10-Dihydro-9-methylanthracene was prepared
  2. customat room temperature
  3. distillationthe mixture was vacuum-distilled

Sources & evidence

ORD record
ord-cb3e0a9fa5bc4f0eae1b70f5312387c5
Source dataset
uspto-grants-1978_12
Patent number
US04131646

Linked notes

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