Ethylene Glycol → HCID 85650439, compound

HRID 337828Notes

Reaction equation

HRID 337828 reaction equation
[I:1][C:2]1[C:3](=[O:10])[CH2:4][C:5]([CH3:9])([CH3:8])[CH2:6][CH:7]=1.[CH2:11](O)[CH2:12][OH:13].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1C=CC=CC=1>[I:1][C:2]1[C:3]2([CH2:4][C:5]([CH3:9])([CH3:8])[CH2:6][CH:7]=1)[O:13][CH2:12][CH2:11][O:10]2

Participants

5

Reactant 3

HCID 174Ethylene GlycolHCID 521998p-Toluenesulfonic acid monohydrateHCID 11368687HCID 11368687, compound

Product 1

HCID 85650439HCID 85650439, compoundYield 46.4%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

The reaction and aftertreatment were conducted in the same manner as in Example 67a by using 2-iodo-5,5-dimethylcyclohex-2-en-1-one (J. Org. Chem., 1994, 59, 5393-5396; 6.10 g, 24.4 mmol), ethylene glycol (3.00 g, 48.3 mmol), p-toluenesulfonic acid hydrate (230 mg, 1.22 mmol) and benzene (70 mL), to yield the title compound (3.33 g, 46%) as a brown oil.

Workup

  1. customThe reaction and aftertreatment

Sources & evidence

ORD record
ord-60392568030b47f4b55cd04c6ad5ef73
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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