Reaction #53861

Reaction equation

trans-{4-[3-(Allyl-methyl-amino)-prop-1-ynyl]-cyclohexyl}-methyl-carbamic acid tert-butyl ester

TFA

→

trans-{4-[3-(Allyl-methyl-amino)-prop-1-ynyl]-cyclohexyl}-methyl-amine

Yield 107.6%

Solvents

CH2Cl2

Conditions

Workup

1. 1
   Otherthe reaction mixture was evaporated
2. 2
   workup.ADDITIONtreated with 1 N NaOH/CH2Cl2 (3×)
3. 3
   DryingThe organic phase was dried over Na2SO4
4. 4
   Otherevaporated

Procedure

A solution of 200 mg (0.62 mmol) of trans-{4-[3-(Allyl-methyl-amino)-prop-1-ynyl]-cyclohexyl}-methyl-carbamic acid tert-butyl ester in 3.5 ml CH2Cl2 was treated at 0° C. with 1.7 ml TFA (for 20 min). After 30 min at this temperature, the reaction mixture was evaporated, treated with 1 N NaOH/CH2Cl2 (3×). The organic phase was dried over Na2SO4 and evaporated to yield 147 mg (quantitative) of trans-{4-[3-(Allyl-methyl-amino)-prop-1-ynyl]-cyclohexyl}-methyl-amine, MS: 221 (MH+).

Source