Metaperiodic acid → 6-Methoxy-2,6-dimethylheptanal

HRID 1105999Notes

Reaction equation

HRID 1105999 reaction equation
[CH3:1][O:2][C:3]([CH3:14])([CH3:13])[CH2:4][CH2:5][CH2:6][CH:7]([CH3:12])[CH:8]([OH:11])CO.I(O)(=O)(=O)=O.C(=O)(O)[O-].[Na+]>O>[CH3:1][O:2][C:3]([CH3:13])([CH3:14])[CH2:4][CH2:5][CH2:6][CH:7]([CH3:12])[CH:8]=[O:11]

Participants

5

Reactant 3

HCID 65185Metaperiodic acidHCID 1124901,2-Octanediol, 7-methoxy-3,7-dimethyl-HCID 516892Sodium Bicarbonate

Product 1

HCID 1124916-Methoxy-2,6-dimethylheptanalYield 29.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

7-Methoxy-3,7-dimethyl octan-1,2-diol (40 g) was treated with periodic acid in tetrahydrofuren; work up with water followed by diluted sodium bicarbonate wash gave the aldehyde (10 g) with specific rotating α(22/D+13.69.

Workup

  1. washwash

Sources & evidence

ORD record
ord-532a102e96824f5697efc2a90829ec12
Source dataset
uspto-grants-1982_01
Patent number
US04311617

Reaction notes

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