Stearic Acid → Monostearin

HRID 2398672Notes

Reaction equation

HRID 2398672 reaction equation
[C:1]([OH:20])(=[O:19])[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][CH3:18].[CH2:21]1[O:23][CH:22]1[CH2:24][OH:25]>[OH-].[Na+].C1(C)C=CC=CC=1>[CH3:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][C:1]([O:20][CH2:21][CH:22]([OH:23])[CH2:24][OH:25])=[O:19]

Participants

5

Reactant 2

HCID 5281Stearic AcidHCID 11164Glycidol2×

Product 1

HCID 24699MonostearinYield 86.1%

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideCatalystHCID 1140TolueneSolvent

Procedure

0.4 mole of stearic acid were heated to boiling (about 113° C.) under reflux with 280 grams of toluene and 0.29 gram of NaOH (water free) and, in the course of 20 minutes, 31.2 grams of glycidol dropped in. After a further 5 hours at this temperature, the glycidol was 99% reacted and the reaction ended. After working as in Example 1, there were obtained 123.5 grams (86%) of monostearin having the following properties:

Workup

  1. custom(about 113° C.)
  2. additiondropped in
  3. customreacted

Sources & evidence

ORD record
ord-02a35e47b46641f4a943d864ec83ee1a
Source dataset
uspto-grants-1977_05
Patent number
US04025540

Reaction notes

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