Acetic Acid → HCID 12952275, compound

HRID 1577994Notes

Reaction equation

HRID 1577994 reaction equation
[Br:1][C:2]1[CH:15]=[C:14]2[C:5]([O:6][C:7]3[CH2:8][CH2:9][CH:10]([OH:17])[CH2:11][C:12]=3[C:13]2=[O:16])=[CH:4][CH:3]=1.[C:18](O)(=[O:20])[CH3:19]>N1C=CC=CC=1>[C:18]([O:17][CH:10]1[CH2:9][CH2:8][C:7]2[O:6][C:5]3[C:14](=[CH:15][C:2]([Br:1])=[CH:3][CH:4]=3)[C:13](=[O:16])[C:12]=2[CH2:11]1)(=[O:20])[CH3:19]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 12952273HCID 12952273, compound

Product 1

HCID 12952275HCID 12952275, compoundYield 97.9%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
60 °C

Procedure

To 8.9 g of 7-bromo-2-hydroxy-1,2,3,4-tetrahydro-9-xanthone obtained in Example 67 were added 6.2 g of anhydrous acetic acid and 40 ml of pyridine. The mixture was stirred for 4 hours at 60° C., and after completion of the reaction, the solvent was removed by distillation. The resulting crystals were recrystallized from ethanol to obtain 9.9 g (yield: 97.9%) of 2-acetoxy-7-bromo-1,2,3,4-tetrahydro-9-xanthone as colorless needle-like crystals having a melting point of 177.5° to 178° C.

Workup

  1. customafter completion of the reaction
  2. customthe solvent was removed by distillation
  3. customThe resulting crystals were recrystallized from ethanol

Sources & evidence

ORD record
ord-af5d92e6583b4f98b8213033bfad71c8
Source dataset
uspto-grants-1981_09
Patent number
US04290954

Reaction notes

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