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

HRID 1109876Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1109876
[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, 1000 u; developed with 60% ethyl ether/hexane). The title amide 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, 1000 u; developed with 60% ethyl ether/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-7514cd4f56d243018ee7b03b57ff8237
Quelldatensatz
uspto-grants-1994_06
Patentnummer
US05322953

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