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Benzyl Bromide → Benzyl 2-hydroxystearate

HRID 1790826
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1790826
[OH:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[C:3]([OH:5])=[O:4].CC(C)([O-])C.[K+].[CH2:28](Br)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>CN(C=O)C>[OH:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[C:3]([O:5][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:4]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 7498Benzyl BromideHCID 694172-Hydroxystearic acidHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 22035791Benzyl 2-hydroxystearate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a stirred solution of DL-2-hydroxystearic acid (3.0 g, 10 mmole) in 20 ml dry DMF was added potassium tert-butoxide (1.23 g, 11 mmole) and the mixture was stirred for one hour at 60° C. Benzyl bromide (2.14 g, 12.5 mmole) was added and the mixture was stirred for six hours at 80° C. The mixture was evaporated under reduced pressure and 100 ml ethyl acatate was added. The organic phase was separated and washed four times with water. The organic phase was dried with sodium sulfate and concentrated in vacuo. The product was isolated by silica gel column chromatography. Yield: 3.3 g

Aufarbeitung

  1. stirringthe mixture was stirred for six hours at 80° C
  2. customThe mixture was evaporated under reduced pressure and 100 ml ethyl acatate
  3. additionwas added
  4. customThe organic phase was separated
  5. washwashed four times with water
  6. dry with materialThe organic phase was dried with sodium sulfate
  7. concentrationconcentrated in vacuo
  8. customThe product was isolated by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-7eaf5d761c6343b78b4c37dfaf2a2b7a
Quelldatensatz
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07071173B2

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