Hydrochloric Acid → Hydrochloric Acid

HRID 38440Notes

Reaction equation

HRID 38440 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10]C(=O)C)=[CH:6][C:5]=1[O:14][CH3:15])([CH3:3])[CH3:2].[ClH:16]>>[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[CH:6][C:5]=1[O:14][CH3:15])([CH3:3])[CH3:2].[ClH:16]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59598686N-(4-Isopropyl-3-methoxy-phenyl)-acetamide

Product 2

HCID 313Hydrochloric AcidYield 60%HCID 595986833-Methoxy-4-(propan-2-yl)aniline

Procedure

N-(4-Isopropyl-3-methoxy-phenyl)-acetamide (14.5 g, 69.9 mmol) in 200 ml 6 N HCl was heated to 95° C. for 3.0 hours. The reaction mixture was cooled to room temperature, and allowed to sit for 72 hours at room temperature, during which time crystals formed. The reaction mixture was filtered, and the crystals were washed 1 N HCl and dried under vacuum to give 4-Isopropyl-3-methoxy-phenylamine as an HCl salt (7.6 g, 60%).

Workup

  1. customformed
  2. filtrationThe reaction mixture was filtered
  3. washthe crystals were washed 1 N HCl
  4. customdried under vacuum

Sources & evidence

ORD record
ord-8015c7da29724785a845c1bd61b1ec4b
Source dataset
uspto-grants-2013_09
Patent number
US08524725B2

Reaction notes

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