Triethylene Glycol → HCID 86639480, compound

HRID 74126Notes

Reaction equation

HRID 74126 reaction equation
[CH3:1][CH:2]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])[CH:3]=[O:4].[CH2:14]([OH:23])[CH2:15][O:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21][OH:22]>[Pd]>[CH3:1][CH:2]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])[CH:3]=[O:4].[CH2:14]([OH:23])[CH2:15][O:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21][OH:22]

Participants

4

Reactant 2

HCID 8172Triethylene GlycolHCID 610312-Methylundecanal

Product 1

HCID 86639480HCID 86639480, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Conditions

Temperature
200 °C

Procedure

2-Methylundecanal (4.61 g, 5.55 ml, 0.025 mol), triethylene glycol (75.1 g, 66.8 ml, 0.5 mol) and 10% Pd/C (0.3 g, 6.5 wt % to n-decanal) are charged to a 150 ml Parr reactor. The system is purged with nitrogen three times. Then 500 psi of hydrogen are charged, the reactor is heated to 200° C., and the hydrogen pressure is adjusted to 1000 psi. After 3 hours at 200° C. and 1000 psi, GC analysis shows 99.7% conversion of 2-methyl-undecanal and detects 11-methyl-3,6,9-trioxa-1-eicosanol (76.3%) and 2-methyundecanol (11.9%).

Workup

  1. customThe system is purged with nitrogen three times
  2. additionThen 500 psi of hydrogen are charged

Sources & evidence

ORD record
ord-2f8acce06eff43a4b40197eee160c991
Source dataset
uspto-grants-2014_09
Patent number
US08829229B2

Reaction notes

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