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

HRID 1502540Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1502540
[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-88a931e36fc047bab88e52e147c449eb
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09206230B2

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