HCID 23468866, compound → HCID 18671946, compound

HRID 128301Notes

Reaction equation

HRID 128301 reaction equation
[CH:1]1[C:9]2[C:8]3[CH2:10][CH2:11][CH2:12][CH2:13][C:7]=3[O:6][C:5]=2[CH:4]=[CH:3][C:2]=1[CH2:14][OH:15]>C1(C)C=CC=CC=1.[O-2].[O-2].[Mn+4]>[CH:1]1[C:9]2[C:8]3[CH2:10][CH2:11][CH2:12][CH2:13][C:7]=3[O:6][C:5]=2[CH:4]=[CH:3][C:2]=1[CH:14]=[O:15]

Participants

4

Reactant 1

HCID 23468866HCID 23468866, compound

Product 1

HCID 18671946HCID 18671946, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 1140TolueneSolvent

Procedure

40.4 g (0.2 mol) of 6,7,8,9-tetrahydro-2-dibenzofuranmethanol are dissolved in 800 ml of toluene and 176 g (2 mols) of manganese dioxide are added. The dark suspension is stirred at room temperature for 72 hours and then filtered over diatomaceous earth and the resulting filtrate is evaporated to dryness under a waterpump vacuum. 6,7,8,9-Tetrahydro-2-dibenzofurancarboxaldehyde is thus obtained as a dark yellow oily product which, according to the thin layer chromatogram (toluene/ethyl acetate 1:1) is a single compound and can be used for further reactions without additional purification.

Workup

  1. filtrationfiltered over diatomaceous earth
  2. customthe resulting filtrate is evaporated to dryness under a waterpump vacuum

Sources & evidence

ORD record
ord-8f729c0af22446b394f359d49e05ece1
Source dataset
uspto-grants-1981_03
Patent number
US04259338

Reaction notes

Loading…