Hydrochloric Acid → HCID 58679182, compound
Reaction equation
[Cl:1][C:2]1[C:10]2[O:9][CH2:8][O:7][C:6]=2[CH:5]=[CH:4][C:3]=1[NH:11]C(=O)OC(C)(C)C.Cl.O1CCOCC1>>[Cl:1][C:2]1[C:10]2[O:9][CH2:8][O:7][C:6]=2[CH:5]=[CH:4][C:3]=1[NH2:11]Participants
4
Procedure
To a vial containing tert-butyl 4-chlorobenzo[d][1,3]dioxol-5-ylcarbamate (307.2 mg, 1.1 mmol, 1 equiv.) was added 5.5 mL of 4N HCl in dioxane (22 mmol, 20 equiv.). The mixture was stirred at room temperature for 5.5 h, the solvent removed under vacuum, the residue dissolved in ethyl acetate, washed with saturated NaHCO3, and brine. The combined organic layers was dried over anhydrous Na2SO4, filtered and the solvent removed under to give a quantitative yield 4-chlorobenzo[d][1,3]dioxol-5-amine.
Workup
- customthe solvent removed under vacuum
- dissolutionthe residue dissolved in ethyl acetate
- washwashed with saturated NaHCO3, and brine
- dry with materialThe combined organic layers was dried over anhydrous Na2SO4
- filtrationfiltered
- customthe solvent removed under
Sources & evidence
- ORD record
- ord-7c8cd4f5f76c48d0a289af1b2b2d81b3
- Source dataset
- uspto-grants-2010_06
- Patent number
- US07741479B2
Reaction notes
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