HCID 86676971, compound → 1-O-Hexadecylglycerol
Reaction equation
C([O:24][CH:25]([CH2:44][OH:45])[CH2:26][O:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH3:43])(=O)/C=C\C=CC=CC=CC=CC=CCCCCCCCCC>Cl>[CH2:28]([O:27][CH2:26][CH:25]([CH2:44][OH:45])[OH:24])[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH3:43]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 120 °C
Procedure
To compound 1a (3.363 g) was added 10% HCl solution (40 mL) and refluxed at 120° C. for 30 min. The reaction mixture was then kept at RT for 24 hours. The white lumps formed were filtered. The filtrate was extracted with hexane (50 mL, 2×) and the extracts added to the white lumps after removal of solvent. It was dried in a vacuum dessicator for 24 hours to obtain 2a which was quantitative. 1H NMR (in CDCl3): δ in ppm 0.83-0.87 (3H, m), 1.23 (26H, m), 1.52-1.55 (2H, m), 2.67 (1H, D2O exchangeable), 3.42-3.51 (4H, m), 3.60-3.70 (2H, m), 3.84-3.85 (1H, m), 6.63-6.70 (1H, D2O exchangeable); 13C NMR (in CDCl3): δ in ppm 14.6, 23.1, 26.5, 29.8, 29.9, 30.0, 30.1, 30.2, 32.4, 64.5, 71.0, 72.3, 72.9.
Workup
- customThe white lumps formed
- filtrationwere filtered
- extractionThe filtrate was extracted with hexane (50 mL, 2×)
- additionthe extracts added to the white lumps
- customafter removal of solvent
- customIt was dried in a vacuum dessicator for 24 hours
Sources & evidence
- ORD record
- ord-2ac5e80e964741069fa9aee60793b25e
- Source dataset
- uspto-grants-2015_05
- Patent number
- US09034923B2
Reaction notes
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