Stearyl Alcohol → HCID 5355041, compound

HRID 381698Notes

Reaction equation

[CH2:1]([OH: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].[C:20]([N:23]1[C:27](=[O:28])[CH:26]=[CH:25][C:24]1=[O:29])(=[O:22])[NH2:21]>>[C:27]([O:19][CH2:1][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])(=[O:28])/[CH:26]=[CH:25]\[C:24](=[O:29])[NH:23][C:20](=[O:22])[NH2:21]

Participants

Reactant 2

HCID 8221Stearyl Alcohol

HCID 76868N-Carbamylmaleimide

Product 1

HCID 5355041HCID 5355041, compoundYield 97%

Procedure

The addition of octadecanol to N-carbamylmaleimide under the conditions of Example G afforded a 97% yield of octadecyl maleurate. M.P.: 109°-11° C. (dec.); 1H NMR (CDCl3): δ10.5 (brs, 1H), 8.2 (br s, 1H), 6.3 (m, 2H), 5.4 (br s, 1H), 4.2 (t, 2H), 1.6 (m, 2H), 1.2 (m, 30H), 0.9 (t, 3H); HPLC (80% CH3CN/H2O, C18): Rt=12.8 minutes.

Sources & evidence

ORD record: ord-fb384a998ba948eaaac4ff53e8dffdb3
Source dataset: uspto-grants-2001_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06307058B1

Reaction notes

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