Triethylamine → HCID 15742847, compound

HRID 1463447Notes

Reaction equation

HRID 1463447 reaction equation
C([O:4][C:5]1[C:6](=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:7](Cl)=[O:8])(=O)C.Cl.[CH3:15][N:16]([CH3:18])[OH:17].C(N(CC)CC)C>C(Cl)Cl>[CH3:15][N:16]([O:17][C:7]([C:6]1[CH:10]=[CH:11][CH:12]=[CH:13][C:5]=1[OH:4])=[O:8])[CH3:18]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 27969N,N-dimethylhydroxylamine hydrochlorideHCID 796682-Acetoxybenzoyl chloride

Product 1

HCID 15742847HCID 15742847, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6.00 Grams of acetylsalicylic acid chloride was dissolved in 70 ml of methylene chloride, and 7.37 g of N,N-dimethylhydroxylamine hydrochloride was added. Then, 9.16 of triethylamine was added dropwise thereto with stirring at room temperature. After completion of addition, stirring was carried out at room temperature for further 6 hours. The reaction mixture was washed with a 0.5N hydrochloric acid and then twice with water, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue obtained was subjected to column chromatography to obtain 3.10 g of 2-(N,N-dimethylaminooxycarbonyl)phenol.

Workup

  1. additionAfter completion of addition
  2. stirringstirring
  3. washThe reaction mixture was washed with a 0.5N hydrochloric acid
  4. dry with materialtwice with water, and dried over anhydrous magnesium sulfate
  5. customThe solvent was removed under reduced pressure
  6. customthe residue obtained

Sources & evidence

ORD record
ord-a50c3ef18ea840e196f6f3b3331b7641
Source dataset
uspto-grants-1994_04
Patent number
US05300640

Reaction notes

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