Acetic Anhydride → HCID 23269435, compound

HRID 963362Notes

Reaction equation

HRID 963362 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[C:4]2[O:11][CH2:12][CH2:13][O:14][C:3]=12.[C:15](OC(=O)C)(=[O:17])[CH3:16]>N1C=CC=CC=1>[CH2:12]1[CH2:13][O:14][C:3]2[C:4](=[C:5]([C:8](=[O:10])[CH3:9])[CH:6]=[CH:7][C:2]=2[NH:1][C:15]([CH3:16])=[O:17])[O:11]1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 232692381-(8-Amino-2,3-dihydro-1,4-benzodioxin-5-yl)ethan-1-one

Product 1

HCID 23269435HCID 23269435, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 4'-amino-2',3'-ethylenedioxyacetophenone (310 mg, 1.60 mmol) in 2.3 mL of pyridine under nitrogen was cooled in an ice/water bath and 6.9 mL of acetic anhydride was added drop-wise. The mixture was allowed to warm to room temperature and then stirred for 16 hours. The mixture was concentrated by rotary evaporation and the residue was stirred into water. The residue was isolated by filtration and washed with water. Drying gave 2',3'-ethylenedioxy-4'-(methylcarbonylamino)acetophenone (289 mg, 1.23 mmol), m.p. 142°-144° C.

Workup

  1. concentrationThe mixture was concentrated by rotary evaporation
  2. stirringthe residue was stirred into water
  3. customThe residue was isolated by filtration
  4. washwashed with water
  5. customDrying

Sources & evidence

ORD record
ord-c9e983c9e863487b86d474e32b314b21
Source dataset
uspto-grants-1998_06
Patent number
US05763458

Reaction notes

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