Triethylamine → HCID 15030160, Verbindung

HRID 483548Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 483548
[NH2:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][CH:12]=1)[C:5]([O:7][CH2:8][CH3:9])=[O:6].C(N(CC)CC)C.[CH2:20]([O:34][C:35]1[CH:40]=[CH:39][C:38]([CH2:41][C:42](Cl)=[O:43])=[CH:37][CH:36]=1)[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33]>C(Cl)Cl>[CH2:20]([O:34][C:35]1[CH:40]=[CH:39][C:38]([CH2:41][C:42]([NH:1][C:2]2[CH:3]=[C:4]([CH:10]=[CH:11][CH:12]=2)[C:5]([O:7][CH2:8][CH3:9])=[O:6])=[O:43])=[CH:37][CH:36]=1)[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 11400Ethyl 3-aminobenzoateHCID 10021844p-Tetradecyloxyphenylacetylchloride

Produkt 1

HCID 15030160HCID 15030160, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A solution of 10.13 g of ethyl 3-amino-benzoate and 6.82 g of triethylamine in 100 ml of methylene chloride is added dropwise to a solution of p-tetradecyloxyphenylacetyl chloride in 100 ml of methylene chloride over 15 minutes. The mixture is stirred for an additional 2.5 hours then washed with dilute hydrochloric acid. The organic layer is evaporated and the residue dissolved in 1.5 liter of ether then washed with dilute sodium hydroxide. The organic layer is dried and evaporated to a residue which is crystallized from carbon tetrachloride:hexane to give 24.4 g of the desired product as a white solid, m.p. 91°-94° C.

Aufarbeitung

  1. washthen washed with dilute hydrochloric acid
  2. customThe organic layer is evaporated
  3. dissolutionthe residue dissolved in 1.5 liter of ether
  4. washthen washed with dilute sodium hydroxide
  5. customThe organic layer is dried
  6. customevaporated to a residue which
  7. customis crystallized from carbon tetrachloride

Quellen und Nachweise

ORD-Eintrag
ord-36b9ea2b04a84d5ea479a9373f5a4e40
Quelldatensatz
uspto-grants-1993_07
Patentnummer
US05225425

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