Boron Trichloride → HCID 19594941, compound

HRID 612592Notes

Reaction equation

HRID 612592 reaction equation
C([O:4][C:5]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:6]=1[C:7]1[CH:8]=[CH:9][C:10]([O:19][CH3:20])=[CH:11][C:12]=1[C:13]2=[O:18])(C)C.B(Cl)(Cl)Cl>C(Cl)Cl>[OH:4][C:5]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:6]=1[C:7]1[CH:8]=[CH:9][C:10]([O:19][CH3:20])=[CH:11][C:12]=1[C:13]2=[O:18]

Participants

4

Reactant 2

HCID 25135Boron TrichlorideHCID 19594798HCID 19594798, compound

Product 1

HCID 19594941HCID 19594941, compoundYield 45.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Combine 5-isopropoxy-2-methoxy-fluoren-9-one (0.78 g, 2.9 mmole) with boron trichloride (6.50 mL of 1.0 M in methylene chloride) in 20 mL methylene chloride at a temperature between 0° and -50° C. Stir the reaction for 1 hour at 5° C., then quench with 20 mL of water, ensuring the temperature is kept below 20° C. The solution changes from a dark brown solution to red as a flocculent solid precipitates. m.p 245°-248° C. Filter the precipitate to obtain 0.296 g of a red solid. m.p 245°-248° C.

Workup

  1. customat a temperature between 0° and -50° C
  2. customthe reaction for 1 hour at 5° C.
  3. customquench with 20 mL of water
  4. customis kept below 20° C
  5. customThe solution changes from a dark brown solution to red as a flocculent solid precipitates
  6. customm.p 245°-248° C
  7. filtrationFilter the precipitate

Sources & evidence

ORD record
ord-6da261f658ab495598c7057ca5c38bae
Source dataset
uspto-grants-1999_12
Patent number
US06004959

Reaction notes

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