Sulfuric Acid → HCID 117988836, compound

HRID 1754022Notes

Reaction equation

HRID 1754022 reaction equation
[C:1]([OH:24])(=[O:23])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22].[CH2:25]([OH:32])[C@@H:26]([C@@H:28]([CH2:30][OH:31])O)[OH:27].[C:33]1([CH3:40])[C:34]([CH3:39])=[CH:35][CH:36]=[CH:37][CH:38]=1.S(=O)(=O)(O)O>O>[C:1]([O:24][C@H:28]([C@@H:26]([CH2:25][OH:32])[O:27][C:1](=[O:23])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:39][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:33][CH3:40])[CH2:30][OH:31])(=[O:23])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 7237O-XyleneHCID 8215Docosanoic AcidHCID 222285Erythritol

Product 1

HCID 117988836HCID 117988836, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
145 °C

Procedure

340 g (1 mol) behenic acid and 61 g (0.5 mol) erythritol were added into a 2 L three-neck flask which was equipped with a stirrer, a condenser and an addition funnel. To the flask was added 1 L xylene as a water carrier, followed by addition of a reaction catalyst sulfuric acid (32 g, 8 wt %). The mixture was refluxed at 145±2° C. for 22 hours. When the reaction was ended, the reaction system was allowed to cool to room temperature and stand for 2 hours. The solid was removed by filtration, and the liquid phase was washed with a saturated sodium bicarbonate aqueous solution and petroleum ether in sequence. 260 g solid product was obtained after drying by rotary evaporation. The product was erythritol 2,3-dibehenate as characterized by 1H NMR, and the purity was 91% as characterized by HPLC.

Workup

  1. customwas equipped with a stirrer, a condenser and an addition funnel
  2. temperatureto cool to room temperature
  3. customThe solid was removed by filtration
  4. washthe liquid phase was washed with a saturated sodium bicarbonate aqueous solution and petroleum ether in sequence

Sources & evidence

ORD record
ord-3b491246353d430d90c949081d47fb42
Source dataset
uspto-grants-2015_10
Patent number
US09169191B2

Reaction notes

Loading…