1-Butanol → 1,1-Dibutoxybutane

HRID 1276845Notes

Reaction equation

HRID 1276845 reaction equation
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:20](O)(=[O:30])[CH2:21][CH2:22][CH2:23]CCCCCC.[CH2:32]([O:36][CH2:37][CH:38]=[CH:39][CH3:40])[CH2:33][CH2:34][CH3:35].C(O)CCC>>[CH2:37]([O:36][CH:32]([O:30][CH2:20][CH2:21][CH2:22][CH3:23])[CH2:33][CH2:34][CH3:35])[CH2:38][CH2:39][CH3:40].[CH2:37]([O:36][CH:32]=[CH:33][CH2:34][CH3:35])[CH2:38][CH2:39][CH3:40]

Participants

6

Reactant 4

HCID 2631-ButanolHCID 2969Decanoic AcidHCID 11776TriphenylphosphineHCID 5439041-Butoxybut-2-ene

Product 2

HCID 222101,1-DibutoxybutaneHCID 347145HCID 347145, compound

Procedure

A glass autoclave was filled with 0.022 g of the catalyst HRuCl(CO)(PPh3)3, 0.031 g of triphenylphosphine, 0.005 g of decanoic acid, 3.18 g (24.8 mmol) of 1-butoxybut-2-ene and 1.83 g (24.8 mmol) of n-butanol. After a reaction time of 16 hours at 160° C. under autogenous pressure, the reaction mixture was analyzed by means of calibrated gas chromatography. At a conversion rate of 85%, 1,1-dibutoxybutane was formed with a selectivity of 85.1% and 1-butoxybut-1-ene with a selectivity of 10.1%.

Workup

  1. customAfter a reaction time of 16 hours
  2. customat 160° C.

Sources & evidence

ORD record
ord-d47679b0eea44776980cf333040af8f9
Source dataset
uspto-grants-2000_12
Patent number
US06166265

Reaction notes

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