Methanol → 9,10-Dihydroanthracene

HRID 231205

Reaction equation

HRID 231205 reaction equation
[CH:1]1[C:14]2[C:5](=[CH:6][C:7]3[C:12]([CH:13]=2)=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:4]=[CH:3][CH:2]=1.[Ce].CO>COCCOC>[CH:4]1[C:5]2[CH2:6][C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH2:13][C:14]=2[CH:1]=[CH:2][CH:3]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 8418AnthraceneHCID 23974Cerium

Product 1

HCID 119409,10-DihydroanthraceneYield 59%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

1.14 mmole of anthracene is reacted with 4.57 m atoms of cerium as powder in 7.5 ml of DME in the conditions of example 9 with application of ultrasound, thus producing anthracenecerium. After action of a methanol excess and the usual treatment, 9,10-dihydroanthracene was isolated with a yield of 59%.

Workup

  1. customthus producing anthracenecerium

Sources & evidence

ORD record
ord-4d94dcbf8d314500877ef0fa80aacbef
Source dataset
uspto-grants-1989_07
Patent number
US04845201

Linked notes

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