Methanol → methyl-5-hydroxyhexanoate

HRID 985564Notes

Reaction equation

HRID 985564 reaction equation
[OH:1][CH:2]([CH3:9])[CH2:3][CH2:4][CH2:5][C:6]([OH:8])=[O:7].S(=O)(=O)(O)O.[CH3:15]O>>[CH3:15][O:7][C:6](=[O:8])[CH2:5][CH2:4][CH2:3][CH:2]([OH:1])[CH3:9]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 1707485-Hydroxyhexanoic acid

Product 1

HCID 11344092methyl-5-hydroxyhexanoateYield 78%

Procedure

5-Hydroxy hexanoic acid 3 (1 g, 7.69 mmoles) is dissolved in 30 mL of methanol, mixed with a catalytic amount of sulfuric acid and heated until the reaction is completed. Subsequently, the solvent is removed under vacuum and the residue distilled under the vacuum of an oil pump. 870 mg (6.00 mmoles) of methyl-5-hydroxyhexanoate 4 is obtained which represents a yield of 78%.

Workup

  1. temperatureheated until the reaction
  2. customSubsequently, the solvent is removed under vacuum
  3. distillationthe residue distilled under the vacuum of an oil pump

Sources & evidence

ORD record
ord-55c410789007483fbaabb817ddc5add3
Source dataset
uspto-grants-2005_03
Patent number
US06872747B2

Reaction notes

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