Methylamine → N-methyl-1,4-dioxaspiro(4.5)decan-8-amine

HRID 1663018Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1663018
[O:1]1[C:5]2([CH2:10][CH2:9][C:8](=O)[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.C(Cl)Cl.CN.[C:17]([BH3-])#[N:18].[Na+]>C(O)(=O)C>[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([NH:18][CH3:17])[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1

Komponenten

6

Edukt 4

HCID 6329MethylamineHCID 6344DichloromethaneHCID 5674151,4-Dioxaspiro[4.5]decan-8-oneHCID 5003444Sodium cyanoborohydride

Produkt 1

HCID 16786570N-methyl-1,4-dioxaspiro(4.5)decan-8-amineAusbeute 43,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A solution of 1,4-dioxa-spiro[4.5]decan-8-one (3.1 g, 20 mmol) and CH2Cl2 (50 mL) was stirred with methylamine (15 mL, 30 mmol, 2.0M solution in THF), sodium cyanoborohydride (1.3 g, 20 mmol), and acetic acid (0.1 mL) at room temperature. After 8 hours, the reaction mixture was washed with water (50 mL) and concentrated. The residue was purified by flash chromatography to afford 1.5 g of (1,4-dioxa-spiro[4.5]dec-8-yl)-methyl-amine as an oil.

Aufarbeitung

  1. washthe reaction mixture was washed with water (50 mL)
  2. concentrationconcentrated
  3. customThe residue was purified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-4554f1545a354faca8a7824f54180310
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08034826B2

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