1-Butanol → 1,4-Butanediol

HRID 1385629Notes

Reaction equation

HRID 1385629 reaction equation
[CH:1]([OH:6])([OH:5])[C:2]#[C:3][CH3:4].[CH2:7]([OH:11])CCC>C(O)CC>[CH2:4]([OH:11])[CH2:3][CH2:2][CH2:1][OH:6].[CH3:7][CH:2]([CH2:3][CH3:4])[CH:1]([OH:6])[OH:5]

Participants

5

Reactant 2

HCID 2631-ButanolHCID 18778928But-2-yne-1,1-diol

Product 2

HCID 80641,4-ButanediolHCID 199791962-Methylbutanediol

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

Using a method similar to Example 1, 170 g/h of butynediol solution were hydrogenated over 10 g of Raney Ni/Mo (2.5% by weight of molybdenum, calculated as Mo). The initial temperature was 150° C. and the reactor temperature rose to 173° C. during the reaction. The product was obtained in an amount of 176 g/h and comprised 92.4% by weight of 1,4-butanediol, 0.4% by weight of 2-methylbutanediol, 2% by weight of n-butanol and 4.7% by weight of n-propanol plus a few further products in amounts of less than 0.08% by weight. The STY was 0.7 kg of butanediol/l·h.

Workup

  1. customwas 150° C.
  2. customthe reactor temperature rose to 173° C. during the reaction

Sources & evidence

ORD record
ord-77510ff4dc474675abd7a5b3a76c431e
Source dataset
uspto-grants-2001_07
Patent number
US06262317B1

Reaction notes

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