Benzene → Benzaldehyde

HRID 1030019Notes

Reaction equation

HRID 1030019 reaction equation
[CH:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:7]1[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1.[H][H].[CH:17]([OH:20])(C)C>>[CH2:17]([OH:20])[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:7](=[O:20])[C:14]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1.[C:10]1([C:9]2[CH:8]=[CH:3][CH:2]=[CH:1][CH:6]=2)[CH:11]=[CH:12][CH:13]=[CH:14][CH:7]=1

Participants

7

Reactant 4

HCID 241BenzeneHCID 3776IsopropanolHCID 9266CyclooctaneHCID 178418361HCID 178418361, compound

Product 3

HCID 240BenzaldehydeHCID 244Benzyl AlcoholHCID 7095Biphenyl

Procedure

The experimental procedure was substantially the same as in Example 1 except that the amount of benzene as the starting hydrocarbon compound was decreased to 12 ml while 13.8 ml of isopropyl alcohol were replaced with 18 ml of cyclooctane as the hydrogen donor compound. The result of the analysis of the reaction mixture after completion of the reaction was that the molar yields of benzyl alcohol, benzaldehyde and biphenyl were 6624%, 350% and 8%, respectively, based on the molar amount of the rhodium complex used as the catalyst. Small amounts of cyclooctane carbaldehyde and cyclooctanemethanol were detected in the reaction mixture.

Workup

  1. customThe result of the analysis of the reaction mixture after completion of the reaction

Sources & evidence

ORD record
ord-3b78011df78045d6b31e32042433843d
Source dataset
uspto-grants-1992_04
Patent number
US05104504

Reaction notes

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