Docosanoic Acid → Docosanoic acid, 3-hydroxy-2,2-bis(hydroxymethyl)propyl ester

HRID 1408288Notes

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].[OH:25][CH2:26][C:27]([CH2:32]O)([CH2:30][OH:31])[CH2:28][OH:29]>>[C:1]([O:24][CH2:32][C:27]([CH2:30][OH:31])([CH2:28][OH:29])[CH2:26][OH:25])(=[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

Reactant 2

HCID 8215Docosanoic Acid

HCID 8285Pentaerythritol

Product 1

HCID 104420Docosanoic acid, 3-hydroxy-2,2-bis(hydroxymethyl)propyl ester

Conditions

Temperature: 130 °C

Procedure

A four-necked rounded bottom flask equipped with a stirrer, a thermocouple, and a nitrogen inlet tube was charged with 4 mol of behenic acid per mol of pentaerythritol, and the contents were heated to 130° C. for 5 hours in a nitrogen atmosphere to carry out an esterification reaction. A reaction product was purified with methyl ether to provide pentaerythritol behenate. Here, the acid value was 0.4 mgKOH/g, and the hydroxyl value was 1.6 mgKOH/g.

Workup

customA four-necked rounded bottom flask equipped with a stirrer
customan esterification reaction
customA reaction product was purified with methyl ether

Sources & evidence

ORD record: ord-416511b8839146bdadb0cf67f60a52f8
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08921022B2

Reaction notes

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