Hydrochloric Acid → HCID 21914489, compound

HRID 1245854Notes

Reaction equation

HRID 1245854 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8]C(=O)C)=[CH:4][C:3]=1[O:12][CH2:13][CH2:14][N:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1.Cl>O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1[O:12][CH2:13][CH2:14][N:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21914345HCID 21914345, compound

Product 1

HCID 21914489HCID 21914489, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

N-[4-Bromo-3-(2-{piperidin-1-yl}ethoxy)phenyl]acetamide (17.48 g), 35% hydrochloric acid (100 ml) and water (100 ml) were heated at 95° C. for 2 h, evaporated to near dryness, water (100 ml) added and the pH adjusted to 8 with sodium carbonate. Extraction with dichloromethane (3×200 ml), the combined organic phase washed with water, brine, dried (MgSO4) and evaporated to give the product as a solid (13.64 g).

Workup

  1. customevaporated
  2. additionadded
  3. extractionExtraction with dichloromethane (3×200 ml)
  4. washthe combined organic phase washed with water, brine
  5. dry with materialdried (MgSO4)
  6. customevaporated

Sources & evidence

ORD record
ord-94b2474a027b4fefa53f05abf6fd1e93
Source dataset
uspto-grants-2006_10
Patent number
US07125896B2

Reaction notes

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