Acetic Anhydride → HCID 19886039, compound

HRID 655051Notes

Reaction equation

HRID 655051 reaction equation
[CH3:1][O:2][C:3]1[CH:37]=[CH:36][C:6]([CH2:7][O:8][C:9]2[CH:10]=[C:11](C(OCC3C=CC=CC=3)(O)C)[CH:12]=[CH:13][C:14]=2[O:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)=[CH:5][CH:4]=1.[C:38](OC(=O)C)(=[O:40])[CH3:39]>N1C=CC=CC=1>[CH3:24][O:23][C:20]1[CH:21]=[CH:22][C:17]([CH2:16][O:15][C:14]2[C:9]([O:8][CH2:7][C:6]3[CH:36]=[CH:37][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)=[CH:10][CH:11]=[CH:12][C:13]=2[CH:38]([OH:40])[CH3:39])=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 67742855HCID 67742855, compound

Product 1

HCID 19886039HCID 19886039, compoundYield 91.5%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To an ice cold solution of α-chloro-3,4-dihydroxypropiophenone (2) (1.0 g; 4.98 mMol.) in pyridine (3 ml) is added acetic anhydride (1.2 ml) After 1.5 hours at room temperature, the reaction mixture is concentrated under reduced pressure. The residue is dissolved in chloroform, washed with water, dried, and concentrated under reduced pressure to give α-chloro-2,3-diacetoxypropiopheonen (3) (1.3 g).

Workup

  1. concentrationthe reaction mixture is concentrated under reduced pressure
  2. dissolutionThe residue is dissolved in chloroform
  3. washwashed with water
  4. customdried
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-b20ab1833c8e4b77a941b5b82cc494d5
Source dataset
uspto-grants-1992_07
Patent number
US05134138

Reaction notes

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