Methyl iodide → HCID 57679159, Verbindung

HRID 733442Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 733442
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[CH2:6][C:7]1([CH2:16][NH:17][C:18](=[O:24])[O:19][C:20]([CH3:23])([CH3:22])[CH3:21])[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:9][CH2:8]1.IC.[CH3:27][Si]([N-][Si](C)(C)C)(C)C.[Na+]>C1COCC1>[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[CH2:6][C:7]1([CH2:16][N:17]([CH3:27])[C:18](=[O:24])[O:19][C:20]([CH3:21])([CH3:23])[CH3:22])[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:9][CH2:8]1

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 2724254Sodium bis(trimethylsilyl)amideHCID 57679134tert-butyl [1-(1,3-dioxolan-2-ylmethyl)-2,3-dihydro-1H-inden-1-yl]methylcarbamate

Produkt 1

HCID 57679159HCID 57679159, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

A solution of tert-butyl [1-(1,3-dioxolan-2-ylmethyl)-2,3-dihydro-1H-inden-1-yl]methylcarbamate (13.50 g, 38.9 mmole) in THF was cooled to 0° C. To this was added iodomethane (7.27 ml, 117 mmole) followed by 1M NaHMDS in THF (58 ml, 58 mmole). The reaction was then warmed to room temperature and stirred until no U16370/185/2 remained by TLC. The THF was evaporated and the residue dissolved in Et2O. The ether was washed with water and evaporated to afford 14.33 g of tert-butyl [1-(1,3-dioxolan-2-ylmethyl)-2,3-dihydro-1H-inden-1-yl]methyl(methyl)carbamate as a crude oil, which was used, with no further purification.

Aufarbeitung

  1. customThe THF was evaporated
  2. dissolutionthe residue dissolved in Et2O
  3. washThe ether was washed with water
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-3aa063140d86493ba68c46384637dd66
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07589204B2

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