Reaktion #1830945

Reaktionsgleichung

trans-[4-(3-Hydroxy-prop-1-ynyl)-cyclohexyl]-methyl-carbamic acid tert-butyl ester

TFA

→

trans-3-(4-Methylamino-cyclohexyl)-prop-2-yn-1-ol

Ausbeute 103.7%

Lösungsmittel

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe reaction was evaporated
2. 2
   workup.ADDITIONtreated with cold (0° C.) 1 N NaOH (saturated with NaCl)
3. 3
   Extraktionextracted with CH2Cl2/MeOH 9:1 (3×)
4. 4
   TrocknenThe organic phase was dried over Na2SO4
5. 5
   Sonstigeevaporated

Vorschrift

A solution of 9.0 g (33.66 mmol) of trans-[4-(3-Hydroxy-prop-1-ynyl)-cyclohexyl]-methyl-carbamic acid tert-butyl ester in 185 ml CH2Cl2 was treated at 0° C. with 136 ml of TFA (for 30 min). After 15 min at this temperature, the reaction was evaporated, treated with cold (0° C.) 1 N NaOH (saturated with NaCl) and extracted with CH2Cl2/MeOH 9:1 (3×). The organic phase was dried over Na2SO4 and evaporated to yield 5.84 g (quantitative) of trans-3-(4-Methylamino-cyclohexyl)-prop-2-yn-1-ol, MS: 167 (M).

Quelle