Sodium Hydroxide → 2,5-Furandione, dihydro-3-(2-octadecen-1-yl)-

HRID 1636475Notes

Reaction equation

[OH-].[Na+].[CH:3]([CH:21]1[CH2:26][C:25](=[O:27])[O:24][C:22]1=[O:23])=[CH: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][CH3:20].CCCCCCCCCCCCCCC/C=C/CC1C(=O)OC(=O)C1.C1COCC1>O.O1CCCC1>[CH3:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]/[CH:5]=[CH:4]/[CH2:3][CH:21]1[C:22](=[O:23])[O:24][C:25](=[O:27])[CH2:26]1

Participants

Conditions

Temperature: 50 °C

Procedure

Isolated soy protein (30 g) was dispersed in deionized water. The pH was adjusted to 8.5 with 1 N NaOH and the dispersion was heated to 50° C. Octadecenyl succinic anhydride (36 g) was melted at 75° C. for 1-2 hours before dissolving in tetrahydrofuran (100 ml). When the temperature of the soy dispersion reached 50° C., the ODSA/THF solution was added in 5 ml increments over 1 hour with concurrent adjustment of pH to 8.5 with 1 N NaOH. The solution was stirred for an additional hour to hydrolyze any unreacted anhydride. Protein was recovered by precipitation at pH 4.0 with 1 N HCl. The precipitate was washed and filtered three times with deionized water. The protein was dried at 60° C. and finely ground.

Workup

customIsolated soy protein (30 g)
customfor 1-2 hours
customreached 50° C.
customProtein was recovered by precipitation at pH 4.0 with 1 N HCl
washThe precipitate was washed
filtrationfiltered three times with deionized water
customThe protein was dried at 60° C.

Sources & evidence

ORD record: ord-111fc8b960fa4b57ba5d7a1dc3866755
Source dataset: uspto-grants-2000_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06034198

Reaction notes

Loading…