Hydrochloric Acid → HCID 68699088, compound

HRID 2236685Notes

Reaction equation

HRID 2236685 reaction equation
[N:1]([CH2:4][C:5]1[CH:6]=[C:7]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:8]2[O:12][C:11]([CH3:14])([CH3:13])[O:10][C:9]=2[CH:15]=1)=[N+]=[N-].[ClH:24]>C(O)C.[Pd]>[ClH:24].[CH2:17]([O:16][C:7]1[C:8]2[O:12][C:11]([CH3:13])([CH3:14])[O:10][C:9]=2[CH:15]=[C:5]([CH2:4][NH2:1])[CH:6]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86619586HCID 86619586, compound

Product 1

HCID 68699088HCID 68699088, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 6-azidomethyl-4-benzyloxy-2,2-dimethyl-benzo[1,3]dioxole (2.0 mmol maximum) in ethanol (20 mL) and 6 M aqueous hydrochloric acid (2 mL) is hydrogenated at 50 psi over 5% Pd/C. After 18 hours, the reaction mixture is filtered through a Celite pad and concentrated under reduced pressure to give C-(7-benzyloxy-2,2-dimethyl-benzo[1,3]dioxol-5-yl)-methylamine hydrochloride.

Workup

  1. filtrationthe reaction mixture is filtered through a Celite pad
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-467dfe73f6da442e98ac276c39e89f2f
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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