Acetic Anhydride → 3-[1-(Acetamido)tridecyl]-5-trimethylsilylfuran

HRID 1090895Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1090895
[C:1](OC(=O)C)(=[O:3])[CH3:2].[NH2:8][CH:9]([C:22]1[CH:26]=[C:25]([Si:27]([CH3:30])([CH3:29])[CH3:28])[O:24][CH:23]=1)[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(N(CC)CC)C>ClCCl>[C:1]([NH:8][CH:9]([C:22]1[CH:26]=[C:25]([Si:27]([CH3:30])([CH3:29])[CH3:28])[O:24][CH:23]=1)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])(=[O:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 150370773-(1-Aminotridecyl)-5-trimethylsilylfuran

Produkt 1

HCID 150370783-[1-(Acetamido)tridecyl]-5-trimethylsilylfuran

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Acetic anhydride (0.1 ml) was added to a solution of 3-(1-aminotridecyl)-5-trimethylsilylfuran (89.8 mg, 0.27 mmol) and triethylamine (0.1 ml) in dichloromethane (1 ml) at room temperature. Stirring was continued overnight (14 hours) while the cooling bath attained room temperature. The residue, after solvent removal, was purified by preparative TLC (20×20 cm, 1000u; developed with 60% ethyl ether/hexane). The title amid was obtained as a pale yellow oil.

Aufarbeitung

  1. custom(14 hours)
  2. customwhile the cooling bath attained room temperature
  3. customThe residue, after solvent removal
  4. customwas purified by preparative TLC (20×20 cm, 1000u; developed with 60% ethyl ether/hexane)
  5. customThe title amid was obtained as a pale yellow oil

Quellen und Nachweise

ORD-Eintrag
ord-a6687f0f2b054e17a62fab25756fb28a
Quelldatensatz
uspto-grants-1992_01
Patentnummer
US05082954

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