Hydrochloric Acid → 4-Fluoro-3-methoxyaniline--hydrogen chloride (1/1)

HRID 1243219Notes

Reaction equation

HRID 1243219 reaction equation
C(OC([NH:8][C:9]1[CH:14]=[CH:13][C:12]([F:15])=[C:11]([O:16][CH3:17])[CH:10]=1)=O)(C)(C)C.[ClH:18]>O1CCOCC1>[ClH:18].[F:15][C:12]1[CH:13]=[CH:14][C:9]([NH2:8])=[CH:10][C:11]=1[O:16][CH3:17]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21062601(Tert-butoxy)-n-(4-fluoro-3-methoxyphenyl)carboxamide

Product 1

HCID 219392834-Fluoro-3-methoxyaniline--hydrogen chloride (1/1)

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

(tert-Butoxy)-N-(4-fluoro-3-methoxyphenyl)carboxamide (0.98 g, 4.06 mmol) (from Example 34c supra) was treated with 4 N hydrochloric acid in dioxane (20 mL) (Aldrich) overnight at room temperature. The resulting precipitate was collected by filtration and washed with dry ether to give 4-fluoro-3-methoxyphenylamine hydrochloric acid salt as a white, crystalline, solid. (Yield 512 mg, 71%).

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed with dry ether

Sources & evidence

ORD record
ord-8c860e4d6b594c88a30618a5e7f3bf63
Source dataset
uspto-grants-2006_10
Patent number
US07115740B2

Reaction notes

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