Acetic Anhydride → HCID 22056091, compound

HRID 1988987Notes

Reaction equation

HRID 1988987 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH2:5][CH:4]([O:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)[CH2:3]1.[C:16](OC(=O)C)(=[O:18])[CH3:17]>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH3:1][N:2]1[CH2:7][CH2:6][CH2:5][CH:4]([O:8][C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:16](=[O:18])[CH3:17])=[CH:11][CH:10]=2)[CH2:3]1

Participants

5

Reactant 2

HCID 7918Acetic AnhydrideHCID 220554854-[(1-Methyl-3-piperidinyl)oxy]benzenamine

Product 1

HCID 22056091HCID 22056091, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

4-(1-methyl-3-piperidyloxy)phenylamine (1 equivalent) was dissolved in CH2Cl2 and a catalytic amount of DMAP was added. Acetic anhydride (1.3 equivalents) was added slowly, and the solution was stirred at room temperature overnight. The reaction was then quenched with water and the aqueous layer was extracted with CH2Cl2 (3×). The combined organic extracts were dried over Na2SO4 and concentrated in vacuo, to yield N-[4-(1-methyl-3-piperidyloxy)phenyl]acetamide as a yellow oil. LC/MS (m/z) 249.3 (MH+), Rt 1.24 minutes.

Workup

  1. customThe reaction was then quenched with water
  2. extractionthe aqueous layer was extracted with CH2Cl2 (3×)
  3. dry with materialThe combined organic extracts were dried over Na2SO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-c97665f108e44033b732c5f0380d079f
Source dataset
uspto-grants-2010_01
Patent number
US07642278B2

Reaction notes

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