N,N-Dimethyl-1,3-propanediamine → 9-((3Z)-Non-3-en-1-yl)-10-octylnonadecanedioic acid

HRID 1164474

Reaktionsgleichung

Reaktionsgleichung von HRID 1164474
[CH2:1]=[CH:2]/[CH:3]=[CH:4]/[CH:5]=[CH:6]/[CH:7]=[CH:8]/[CH:9]=[CH:10]/[CH:11]=[CH:12]/[CH:13]=[CH:14]/[CH:15]=[CH:16]/[CH2:17][C:18]([O:20]/[CH:21]=[CH:22]/[CH:23]=[CH:24]/[CH:25]=[CH:26]/[CH:27]=[CH:28]/[CH:29]=[CH:30]/[CH:31]=[CH:32]/[CH:33]=[CH:34]/[CH:35]=[CH:36]/[CH2:37][C:38]([O:40]/[CH:41]=[CH:42]/[CH:43]=[CH:44]/[CH:45]=[CH:46]/[CH:47]=[CH:48]/[CH:49]=[CH:50]/[CH:51]=[CH:52]/[CH:53]=[CH:54]/[CH:55]=[CH:56]/[CH2:57][C:58]([OH:60])=[O:59])=[O:39])=[O:19].CN([CH2:64][CH2:65][CH2:66]N)C>C1(C)C(C)=CC=CC=1>[CH2:1]=[CH:2]/[CH:3]=[CH:4]/[CH:5]=[CH:6]/[CH:7]=[CH:8]/[CH:9]=[CH:10]/[CH:11]=[CH:12]/[CH:13]=[CH:14]/[CH:15]=[CH:16]/[CH2:17][C:18]([O:20]/[CH:21]=[CH:22]/[CH:23]=[CH:24]/[CH:25]=[CH:26]/[CH:27]=[CH:28]/[CH:29]=[CH:30]/[CH:31]=[CH:32]/[CH:33]=[CH:34]/[CH:35]=[CH:36]/[CH2:37][C:38]([O:40]/[CH:41]=[CH:42]/[CH:43]=[CH:44]/[CH:45]=[CH:46]/[CH:47]=[CH:48]/[CH:49]=[CH:50]/[CH:51]=[CH:52]/[CH:53]=[CH:54]/[CH:55]=[CH:56]/[CH2:57][C:58]([OH:60])=[O:59])=[O:39])=[O:19].[CH3:64][CH2:65][CH2:66][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH:9]([CH:50]([CH2:49][CH2:48]/[CH:47]=[CH:46]\[CH2:45][CH2:44][CH2:43][CH2:42][CH3:41])[CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][C:58]([OH:60])=[O:59])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([OH:20])=[O:19]

Komponenten

5

Edukt 2

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 6437702Trilinoleic acid

Produkt 2

HCID 6437702Trilinoleic acidHCID 228333429-((3Z)-Non-3-en-1-yl)-10-octylnonadecanedioic acidAusbeute 20 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7237O-XyleneLösungsmittel

Reaktionsbedingungen

Temperatur
200 °C

Versuchsvorschrift

Employing the procedure of Example I, an amidoamine oxide was prepared from a polymeric fatty acid containing 87% C36 dimer acid and 13% trimer acid. For the reaction 352.2 gms of the polymeric fatty acid (Empol® 1016) was combined with 30 mls xylene, heated to 200° C. under a nitrogen atmosphere and 147.2 gms (20% equivalents excess) dimethylaminopropylamine added over a 2 hour period. Heating was continued at 200° C. while removing water until the acid value was 2.3. The reaction was terminated at that point and the xylene removed by vacuum distillation. One-hundred and seventy grams of the resulting amidoamine product was then dispersed in water (1000 mls) and reacted with 30% hydrogen peroxide (55.5 gms). The amber liquid product (14.5% solids) was slightly less viscous than the product obtained in Example I, possibly due to the lower solids content. Similar results are obtained when a polymeric fatty acid containing 80% C54 trimer acid and 20% C36 dimer acid is employed.

Aufarbeitung

  1. temperatureHeating
  2. customwas continued at 200° C.
  3. customwhile removing water until the acid value
  4. customThe reaction was terminated at that point
  5. customthe xylene removed by vacuum distillation
  6. additionOne-hundred and seventy grams of the resulting amidoamine product was then dispersed in water (1000 mls)
  7. customreacted with 30% hydrogen peroxide (55.5 gms)
  8. customSimilar results

Quellen und Nachweise

ORD-Eintrag
ord-b4b3aa546152471e9c79ba2d387afa79
Quelldatensatz
uspto-grants-1983_01
Patentnummer
US04370273

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