Water → 9-(4-Formylbenzylidene)-8-ketotricyclo[5.2.1.02,6]decane

HRID 1489039

Reaction equation

HRID 1489039 reaction equation
[O:1]=[C:2]1[CH2:10][CH:9]2[CH2:11][CH:3]1[CH:4]1[CH:8]2[CH2:7][CH2:6][CH2:5]1.[CH3:12][O-:13].[Na+].O>C1CCCCC1>[CH:12]([C:9]1[CH:8]=[CH:4][C:3]([CH:11]=[C:10]2[CH:9]3[CH2:11][CH:3]([CH:4]4[CH:8]3[CH2:7][CH2:6][CH2:5]4)[C:2]2=[O:1])=[CH:2][CH:10]=1)=[O:13]

Participants

5

Reactant 3

HCID 962WaterHCID 965094,7-Methano-5H-inden-5-one, octahydro-HCID 10942334Sodium Methoxide

Product 1

HCID 540221519-(4-Formylbenzylidene)-8-ketotricyclo[5.2.1.02,6]decane

Reagents, catalysts & solvents 1

HCID 8078CyclohexaneSolvent

Conditions

Temperature
50 °C

Procedure

A suspension of 40 mmol (6.3 g) of 8-ketotricyclo[5.2.1.02,6 ]decane and 60 mmol of sodium methoxide (11 g of a 30% solution) in 50 ml of cyclohexane are stirred at 50° C. for 30 minutes. 50 mmol (9.0 g) of terephthalaldehyde monodimethyl acetal are then added dropwise and the mixture is refluxed for 1 hour. It is then cooled to room temperature and 100 ml of water are added.

Workup

  1. temperaturethe mixture is refluxed for 1 hour
  2. temperatureIt is then cooled to room temperature

Sources & evidence

ORD record
ord-65eb37158b154bfcbc862fe249bc7eda
Source dataset
uspto-grants-1997_10
Patent number
US05677314

Linked notes

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