epsilon-CAPROLACTONE → 5299-61-6

HRID 1494088Notes

Reaction equation

HRID 1494088 reaction equation
[C:1]1(=[O:8])[O:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-:9].[Na+:10]>CO>[Na+:10].[OH:9][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][C:1]([O-:7])=[O:8]

Participants

4

Reactant 2

HCID 10401epsilon-CAPROLACTONEHCID 14798Sodium Hydroxide

Product 1

HCID 236701955299-61-6

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 20 mL (0.18 mmol) epsilon-caprolactone in 100 mL methanol is added 36 mL of 5N sodium hydroxide and the resulting mixture is heated at reflux for 8 hours. The solvent is evaporated and the residue is taken up in 200 mL ethanol. The precipitate is collected and the filtrate is evaporated. The residue is suspended in 50 mL ethanol and 300 mL ether is added. The precipitate is filtered off and combined with the earlier precipitate to obtain 6-hydroxyhexanoic acid sodium salt.

Workup

  1. temperaturethe resulting mixture is heated
  2. temperatureat reflux for 8 hours
  3. customThe solvent is evaporated
  4. customThe precipitate is collected
  5. customthe filtrate is evaporated
  6. addition300 mL ether is added
  7. filtrationThe precipitate is filtered off

Sources & evidence

ORD record
ord-e764633e98794501a364d053885b13a0
Source dataset
uspto-grants-1991_06
Patent number
US05025025

Reaction notes

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