Formaldehyde → 3-Oxa-1-azaspiro[4.5]decane

HRID 714228

Reaktionsgleichung

Reaktionsgleichung von HRID 714228
[NH2:1][C:2]1([CH2:8][OH:9])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[CH3:10]O.C=O>CO.O>[NH:1]1[C:2]2([CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]2)[CH2:8][O:9][CH2:10]1

Komponenten

5

Edukt 3

HCID 712FormaldehydeHCID 887MethanolHCID 409153(1-Aminocyclohexyl)methanol

Produkt 1

HCID 226228703-Oxa-1-azaspiro[4.5]decaneAusbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 22242641Methanol--water (1/1)Lösungsmittel

Versuchsvorschrift

To a 500 mL flask containing 1-amino-cyclohexylmethanol (135 g, 1.05 mol) and methanol (50 mL) is added methyl formcel (53 mL of 55% formaldehyde in methanol/water, 1.06 mol) dropwise over a 1 hour period. During the addition, the stirred solution is warmed gently from room temperature to 37° C. After the addition is completed, the mixture is allowed to stir overnight at room temperature. The clear, colorless reaction mixture is stripped on a rotary evaporator (50° C./29″ vacuum). The resulting oil is distilled under vacuum giving a clear, colorless, mobile liquid with a boiling point of 43° C./0.8 torr. A total of 123.4 g is collected (83% yield). A GC analysis indicates 95.6% purity.

Aufarbeitung

  1. additionDuring the addition
  2. temperaturethe stirred solution is warmed gently from room temperature to 37° C
  3. additionAfter the addition
  4. customThe clear, colorless reaction mixture is stripped on a rotary evaporator (50° C./29″ vacuum)
  5. distillationThe resulting oil is distilled under vacuum
  6. customgiving a clear, colorless, mobile liquid with a boiling point of 43° C./0.8 torr
  7. customA total of 123.4 g is collected (83% yield)

Quellen und Nachweise

ORD-Eintrag
ord-a1256313b3864d9d8caac7c4b411e923
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09187436B2

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