Oxalic Acid → 4-Methoxy-4-methylpentanal

HRID 329472Notes

Reaction equation

HRID 329472 reaction equation
C[O:2][CH:3](OC)[CH2:4][CH2:5][C:6]([O:9][CH3:10])([CH3:8])[CH3:7].O1CCCC1.C(O)(=O)C(O)=O>O>[CH3:10][O:9][C:6]([CH3:8])([CH3:7])[CH2:5][CH2:4][CH:3]=[O:2]

Participants

5

Reactant 3

HCID 971Oxalic AcidHCID 8028TetrahydrofuranHCID 147940001,1,4-Trimethoxy-4-methylpentane

Product 1

HCID 118294744-Methoxy-4-methylpentanalYield 85.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1,1,4-trimethoxy-4-methylpentane (3.2 g, 0.018 mol), tetrahydrofuran (100 mL), water (10 mL) and oxalic acid (1.0 g, 0.022 mol) was heated at reflux for 40 hours. Workup provided 4-methoxy-4-methylpentanal (2.0 g).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 40 hours

Sources & evidence

ORD record
ord-9c9deb43c749470a8a0077035bfe0b2b
Source dataset
uspto-grants-1990_01
Patent number
US04891447

Reaction notes

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