Butanal → HCID 131731840, compound

HRID 74128Notes

Reaction equation

[CH:1](=[O:5])[CH2:2][CH2:3][CH3:4].[OH:6][CH2:7][CH:8]([CH2:10][OH:11])[OH:9]>[Pd]>[CH:1](=[O:5])[CH2:2][CH2:3][CH3:4].[OH:6][CH2:7][CH:8]([CH2:10][OH:11])[OH:9]

Participants

Conditions

Temperature: 200 °C

Procedure

n-Butyraldehyde (7.21 g, 8.96 ml, 0.1 mol), glycerol (92.09 g, 73.7 ml, 1 mol), and 10% Pd/C (5 wt %, 0.36 g) are charged to a Parr reactor, purged with nitrogen three times, heated to 200° C. with stirring and run at 1000 psi of hydrogen for 4 hrs. GC analysis shows complete consumption of n-butyraldehyde and formation of glycerol monoethers, 3-butyloxy-1,2-propanediol and 2-butoxy-1,2-propanediol, (83.1%, ratio 6.7), glycerol diethers 1,3-dibutoxy-2-propanol and 2,3-dibutoxy-1-propanol (7.1%), n-butanol (3.3%), di-n-butylether (0.3%).

Workup

custompurged with nitrogen three times
customconsumption of n-butyraldehyde and formation of glycerol monoethers, 3-butyloxy-1,2-propanediol and 2-butoxy-1,2-propanediol, (83.1%, ratio 6.7), glycerol diethers 1,3-dibutoxy-2-propanol and 2,3-dibutoxy-1-propanol (7.1%), n-butanol (3.3%), di-n-butylether (0.3%)

Sources & evidence

ORD record: ord-a0e0785fe2c8434dbf15b4560bd09039
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08829229B2

Reaction notes

Loading…