Sulfuric Acid → Hexyl 2,4-dihydroxybenzoate

HRID 1969164Notes

Reaction equation

HRID 1969164 reaction equation
[OH:1][C:2]1[CH:10]=[C:9]([OH:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].S(=O)(=O)(O)O>C(O)CCCCC>[OH:1][C:2]1[CH:10]=[C:9]([OH:11])[CH:8]=[CH:7][C:3]=1[C:4]([O:6][CH2:9][CH2:10][CH2:2][CH2:3][CH2:7][CH3:8])=[O:5]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 14912,4-Dihydroxybenzoic Acid

Product 1

HCID 53440893Hexyl 2,4-dihydroxybenzoate

Reagents, catalysts & solvents 1

HCID 81031-HexanolSolvent

Conditions

Temperature
60 °C

Procedure

2,4-Dihydroxybenzoic acid (5 g) is added to 20 mL of n-hexanol. Concentrated sulfuric acid (5 mL) is added dropwise. The reaction mixture is heated at 60° C. for 6 days. Hexanol is removed under reduced pressure. The residue is recrystallized from methanol/water mixture. The crystals are collected, washed with cold methanol and dried.

Workup

  1. customHexanol is removed under reduced pressure
  2. customThe residue is recrystallized from methanol/water mixture
  3. customThe crystals are collected
  4. washwashed with cold methanol
  5. customdried

Sources & evidence

ORD record
ord-a633353dc84d4bffbebce8ba29a8ab26
Source dataset
uspto-grants-2013_04
Patent number
US08426466B2

Reaction notes

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