Water → 1,6-Hexanediol

HRID 1602682Notes

Reaction equation

HRID 1602682 reaction equation
[CH:1]([OH:8])([OH:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[OH2:9]>>[CH2:1]([OH:7])[CH2:2][CH2:3][CH2:4][CH:5]=[CH2:6].[CH2:6]([OH:9])[CH2:5][CH2:4][CH2:3][CH2:2][CH2:1][OH:8]

Participants

4

Conditions

Temperature
450 °C

Procedure

The tube reactor was first charged with 10 g of the catalyst from Example 1 and subsequently heated to the desired temperature (450° C.). On reaching a constant temperature, a defined volume flow (1.95 ml/min) of the liquefied starting material (mixture of 80% by weight of hexanediol and 20% by weight of water) in the double-wall dropping funnel was conveyed by means of the metering pump through the vaporizer and superheater tube into the reactor. The temperature was regulated so as to ensure isothermal operating conditions. After leaving the reactor, the gaseous reaction product was condensed in the condenser and the downstream cold trap, collected in the interchangeable receiver and subsequently analyzed by means of gas chromatography and 1H-NMR spectroscopy. In the example described, 34% by weight of 5-hexen-1-ol plus 28% by weight of unreacted 1,6-hexanediol were obtained, which corresponds to a selectivity of 77.9 mol % and a conversion of 64.9%. This gives, as a measure of the catalyst output, a space-time yield of 40.28 mol of 5-hexen-1-ol per liter of catalyst volume and hour.

Workup

  1. customAfter leaving the reactor
  2. customcondensed in the condenser
  3. customthe downstream cold trap, collected in the interchangeable receiver

Sources & evidence

ORD record
ord-40f8b3ff6eed4aa4bfd3b0cb8417ed11
Source dataset
uspto-grants-1999_11
Patent number
US05981812

Reaction notes

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