Linoleic Acid → Sucrose

HRID 641124Notes

Reaction equation

[CH2:1]([OH:23])[C@H:2]1[O:7][C@H:6]([O:8][C@:9]2([CH2:18][OH:19])[O:13][C@H:12]([CH2:14][OH:15])[C@@H:11]([OH:16])[C@@H:10]2[OH:17])[C@H:5]([OH:20])[C@@H:4]([OH:21])[C@@H:3]1[OH:22].C([O-])(=O)CCCCCCCCCCCCCCCCCCCCC.CCCCC/C=C\C/C=C\CCCCCCCC(O)=O>>[CH2:1]([OH:23])[C@H:2]1[O:7][C@H:6]([O:8][C@:9]2([CH2:18][OH:19])[O:13][C@H:12]([CH2:14][OH:15])[C@@H:11]([OH:16])[C@@H:10]2[OH:17])[C@H:5]([OH:20])[C@@H:4]([OH:21])[C@@H:3]1[OH:22]

Participants

Reactant 2

HCID 5280450Linoleic Acid2×

HCID 131728045HCID 131728045, compound4×

Product 1

HCID 5988SucroseYield 39%

Procedure

“Safflower Oil Diet” is a food for rodents prepared with a fat content of 95% safflower oil and 5% sucrose behenate. “Safflower Oil and Olestra Diet” refers to food for rodents prepared with a fat content of about 79% safflower oil and about 21% olestra. The 21% olestra portion of the Safflower Oil Diet comprised about 95% olestra and about 5% sucrose behenate. The composition of the principal fatty acids of olestra used in the following examples of the invention is about 22.3% palmitic, 3.7% stearic, 27.5% oleic, 32.9% linoleic, and 5.1% behenic by weight. The fatty acid composition of the sucrose behenate used in the following examples of the invention is about 2.0% palmitic, 3.1% stearic, 7.1% oleic, 2.9% linoleic, 5.1% arachidic, and 77.0% behenic by weight. Thus sucrose behenate was approximately 1% of the total Safflower Oil and Olestra Diet. These two diets further have the following composition by weight: about 16% fat, 45% non-fat dry milk, and 39% sucrose, providing 30:15:55 fat:protein:carbohydrate energy %. Non-fat dry milk comprised 60% carbohydrate and 40% protein by weight. The fat composition (% by weight) is given for each diet as listed below. Safflower oil is mixed with sucrose behenate or olestra and sucrose behenate at 80° C. until melted to a clear liquid. Aliquots of approximately 10 microliters of each fat blend are set aside and later analyzed for fatty acid analysis. The fat blends are added to non-fat dry milk and sucrose and mixed with an electric mixer for 5 minutes. The prepared diets are placed in a capped glass bottle and stored at 4° C. until used.

Workup

customprepared with a fat content of about 79% safflower oil and about 21% olestra

Sources & evidence

ORD record: ord-e2c3d85473a848e989e19a4bbf7ec97e
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07695971B2

Reaction notes

Loading…