Sulfuric Acid → HCID 20334276, compound

HRID 1706714Notes

Reaction equation

HRID 1706714 reaction equation
[CH2:1]([C:3]1[C:9]([OH:10])=[CH:8][C:7]([CH3:11])=[CH:6][C:4]=1[OH:5])[CH3:2].S(=O)(=O)(O)O.[CH3:17][C:18](O)([CH2:20][CH:21](O)[CH3:22])[CH3:19]>C(OC(C)C)(C)C>[CH2:1]([C:3]1[C:4]([OH:5])=[CH:6][C:7]([CH3:11])=[C:8]2[C:9]=1[O:10][C:18]([CH3:19])([CH3:17])[CH2:20][CH:21]2[CH3:22])[CH3:2]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 7870Hexylene GlycolHCID 131729262-Ethyl-5-methylbenzene-1,3-diol

Product 1

HCID 20334276HCID 20334276, compoundYield 64.1%

Reagents, catalysts & solvents 1

HCID 7914Diisopropyl EtherSolvent

Procedure

A mixed solution was prepared from 6.1 g. of 2-ethyl-5-methyl resorcinol, 40 ml of isopropyl ether and 2 ml of concentrated sulfuric acid. To this solution, 5.7 g. of 2-methylpentane-2,4-diol were added dropwise at about 60° C. for about 30 minutes. After cooling, this solution was successively washed with water, with aqueous 1 N sodium hydroxide solution and again with water, and then dried over magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by subjecting to column chromatography filled with silica gel. There were obtained 6.0 g. (yield: 64.1%) of the subject compound.

Workup

  1. customA mixed solution was prepared from 6.1 g
  2. temperatureAfter cooling
  3. washthis solution was successively washed with water, with aqueous 1 N sodium hydroxide solution and again with water
  4. dry with materialdried over magnesium sulfate
  5. distillationThe solvent was distilled off under reduced pressure
  6. customThe residue was purified
  7. additionfilled with silica gel
  8. customThere were obtained 6.0 g

Sources & evidence

ORD record
ord-53bc4253c45d45718c35cebb490c0856
Source dataset
uspto-grants-1980_06
Patent number
US04208426

Reaction notes

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