Cyclohexane → Methyl 3,4,5-tris(octadecyloxy)cyclohexylcarboxylate

HRID 537611Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 537611
[CH2:1]([O:19][C:20]1[CH:21]=[C:22]([CH:27]=[C:28]([O:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH3:67])[C:29]=1[O:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH3:48])[C:23]([O:25][CH3:26])=[O:24])[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].C1CCCCC1>[C].[Rh].O1CCCC1>[CH2:1]([O:19][CH:20]1[CH:29]([O:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH3:48])[CH:28]([O:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH3:67])[CH2:27][CH:22]([C:23]([O:25][CH3:26])=[O:24])[CH2:21]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]

Komponenten

5

Edukt 2

HCID 8078CyclohexaneHCID 11320558Methyl 3,4,5-tris(octadecyloxy)benzoate

Produkt 1

HCID 86654892Methyl 3,4,5-tris(octadecyloxy)cyclohexylcarboxylateAusbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178503043HCID 178503043, VerbindungKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To methyl 3,4,5-tris(octadecyloxy)benzoate (1 g, 10.6 mmol) was added cyclohexane, 5% rhodium-carbon (0.8 g) was added, and hydrogenation was performed at 80° C., 10 atm. Tetrahydrofuran (10 ml) was added, and the catalyst was filtered off. The filtrate was concentrated, methanol (8 ml) was added, and the mixture was stirred. The precipitate was collected by filtration and dried to give methyl 3,4,5-tris(octadecyloxy)cyclohexylcarboxylate (820 mg, 0.87 mmol, 82%).

Aufarbeitung

  1. additionwas added
  2. customwas performed at 80° C.
  3. filtrationthe catalyst was filtered off
  4. concentrationThe filtrate was concentrated
  5. additionmethanol (8 ml) was added
  6. filtrationThe precipitate was collected by filtration
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-5779910a11b04d449aa0a8a286ac3585
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08859732B2

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