Oxygen → 6-Hydroxyhexanoic Acid

HRID 380064Notes

Reaction equation

HRID 380064 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]=[O:8].[O:9]=O>O>[OH:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][C:2]([OH:9])=[O:1]

Participants

4

Reactant 2

HCID 977OxygenHCID 190319Hexanal, 6-hydroxy-

Product 1

HCID 144906-Hydroxyhexanoic Acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

5.28 Grams (45 mmols) of 6-hydroxyhexanal was charged to a 100 milliliter Schlenk flask and dissolved in 45 milliliters of deionized water by heating to 85-95° C. in a water bath. The resulting solution was charged to the Parr autoclave, placed under 1500 psi O2 and heated to 120° C. Samples were taken every 30 minutes throughout the reaction. After 1.5 hours, reaction conversion was 92% and 6-hydroxycaproic acid was formed in 92% selectivity.

Workup

  1. additionThe resulting solution was charged to the Parr autoclave
  2. temperatureheated to 120° C
  3. customSamples were taken every 30 minutes throughout the reaction
  4. customreaction conversion

Sources & evidence

ORD record
ord-02d90ac0134c4de78ab92718b4fc89cc
Source dataset
uspto-grants-2001_10
Patent number
US06300496B1

Reaction notes

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