Reaction #1563912

Reaction equation

N-((6-Iodobenzo[d][1,3]dioxol-5-yl)methyl)acetamide

→

(6-iodobenzo[d][1,3]dioxol-5-yl)methanamine

Yield 85.0%

Solvents

hydrochloric acid

Conditions

Workup

1. 1
   OtherSolvent was removed
2. 2
   workup.DISSOLUTIONthe residue was dissolved in water
3. 3
   Filtrationfiltered

Procedure

N-((6-Iodobenzo[d][1,3]dioxol-5-yl)methyl)acetamide (2.4 g, 7.5 mmol) was added to methanolic hydrochloric acid solution (4 N) (60 mL). The mixture was stirred at 80° C. overnight. Solvent was removed and the residue was dissolved in water, adjusted to PH7 with 10% NaHCO3, filtered to obtain (6-iodobenzo[d][1,3]dioxol-5-yl)methanamine as a yellow solid (1.76 g, 85%). LC-MS: 278 [M+1]+. 1H-NMR (DMSO-d6): δ 1.88 (s, 2H), 3.57 (s, 2H), 6.02 (s, 2H), 7.13 (s, 1H), 7.33 (s, 1H).

Source