Pyridine → 3-(Bromomethyl)benzoic acid, 3-(hexadecyloxy)-2-methoxypropyl ester

HRID 35955

Reaktionsgleichung

Reaktionsgleichung von HRID 35955
[CH2:1]([O:17][CH2:18][CH:19]([O:22][CH3:23])[CH2:20][OH:21])[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][CH3:16].[Br:24][CH2:25][C:26]1[CH:27]=[C:28]([CH:32]=[CH:33][CH:34]=1)[C:29](Cl)=[O:30].N1C=CC=CC=1>O1CCCC1>[Br:24][CH2:25][C:26]1[CH:27]=[C:28]([CH:32]=[CH:33][CH:34]=1)[C:29]([O:21][CH2:20][CH:19]([O:22][CH3:23])[CH2:18][O:17][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][CH3:16])=[O:30]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 13801-O-hexadecyl-2-O-methylglycerolHCID 144710763-(Bromomethyl)benzoyl chloride

Produkt 1

HCID 570875883-(Bromomethyl)benzoic acid, 3-(hexadecyloxy)-2-methoxypropyl esterAusbeute 78,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

a mixture of 8 g of 3-(hexadecyloxy)-2-methoxypropanol, 6.22 g of m-bromomethylbenzoyl chloride, 2.11 g of pyridine and 80 ml of tetrahydrofuran was stirred for 48 hours, then filtered and evaporated. The residue was purified by chromatography and crystallized giving 10 g of 3-(bromomethyl)benzoic acid, 3-(hexadecyloxy)-2-methoxypropyl ester as white solid.

Aufarbeitung

  1. filtrationfiltered
  2. customevaporated
  3. customThe residue was purified by chromatography
  4. customcrystallized

Quellen und Nachweise

ORD-Eintrag
ord-e5e0c058700b43d692f14a2aadf27ffa
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05411983

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