Hydrochloric Acid → HCID 10846949, compound

HRID 278054Notes

Reaction equation

HRID 278054 reaction equation
[C:1]([O:4][C:5](=[O:7])[CH3:6])(=O)[CH3:2].[F:8][C:9]1[C:14]2[CH2:15]C(CO)[O:17][C:13]=2[C:12]([F:20])=[CH:11][CH:10]=1.Cl>N1C=CC=CC=1>[C:5]([O:4][CH2:1][CH:2]1[CH2:15][C:14]2[C:9]([F:8])=[CH:10][CH:11]=[C:12]([F:20])[C:13]=2[O:17]1)(=[O:7])[CH3:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 10559443HCID 10559443, compound

Product 1

HCID 10846949HCID 10846949, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Under nitrogen stream at 0° C., 0.73 ml of acetic anhydride was added to a solution of 1.2 g of 4,7-difluoro-2,3-dihydro-2-hydroxymethylbenzofuran in 6 ml of pyridine. The resulting mixture was stirred at room temperature for 17 hours and poured into a 10% aqueous solution of hydrogen chloride, and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and evaporated. The resulting residue was subjected to silica gel chromatography (developer: 5% ethyl acetate/n-hexane) to give 750 mg of the title compound as a colorless oil.

Workup

  1. extractionthe resulting mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-5d82c5a5a45d4e2b8ef81869d6ecd4e7
Source dataset
uspto-grants-2002_03
Patent number
US06358995B1

Reaction notes

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