Dihydro-3-(1-octadecen-1-yl)-2,5-furandione → HCID 131716327, compound

HRID 1086772Notes

Reaction equation

HRID 1086772 reaction equation
[CH:1]([CH:19]1[CH2:24][C:23](=[O:25])[O:22][C:20]1=[O:21])=[CH: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].[CH2:26]1[CH2:33][CH2:32][O:31][C:29](=[O:30])[CH2:28][CH2:27]1.[CH2:34]([OH:41])[C:35]([NH2:40])([CH2:38][OH:39])[CH2:36][OH:37]>>[CH:1]([CH:19]1[CH2:24][C:23](=[O:25])[O:22][C:20]1=[O:21])=[CH: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].[CH2:26]1[CH2:33][CH2:32][O:31][C:29](=[O:30])[CH2:28][CH2:27]1.[CH2:34]([OH:41])[C:35]([NH2:40])([CH2:38][OH:39])[CH2:36][OH:37]

Participants

3

Reactant 2

HCID 225771Dihydro-3-(1-octadecen-1-yl)-2,5-furandioneHCID 131716326HCID 131716326, compound

Product 1

HCID 131716327HCID 131716327, compound

Conditions

Temperature
180 °C

Procedure

About 87.5 g (0.25 moles) of octadecenyl succinic anhydride (OSA), 117.4 g (0.5 moles) of the CL-THAM adduct of Example 4 and 0.1 g of p-TOSH were added to a 500 ml. flask and slowly heated to 180° C. while under a nitrogen atmosphere. The reaction mixture was checked periodically by infrared analysis. At the end of the fourth hour at 180° C., while under nitrogen, the infrared analysis showed complete conversion to the desired ester oxazoline. The reaction mixture was then cooled and collected.

Workup

  1. customat 180° C.
  2. temperatureThe reaction mixture was then cooled
  3. customcollected

Sources & evidence

ORD record
ord-6908c21c4f5c4e86a3dc5acbe1b1ede0
Source dataset
uspto-grants-1991_07
Patent number
US05032320

Reaction notes

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