Acetic Acid → HCID 22630262, compound

HRID 2416352Notes

Reaction equation

HRID 2416352 reaction equation
[C:1]([O:4][C:5]1[CH:17]=[CH:16][C:15]2[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH2:8][C:7]=2[CH:6]=1)(=[O:3])[CH3:2].C(O)(=O)C.C(OC(=O)C)(=O)C.[Br:29]Br>O>[Br:29][C:11]1[CH:12]=[CH:13][C:14]2[C:15]3[C:7](=[CH:6][C:5]([O:4][C:1](=[O:3])[CH3:2])=[CH:17][CH:16]=3)[CH2:8][C:9]=2[CH:10]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 7918Acetic AnhydrideHCID 24408BromineHCID 2470609h-fluoren-2-yl acetate

Product 1

HCID 22630262HCID 22630262, compoundYield 72.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
65 °C

Procedure

2-Acetoxyfluorene (70 g) was added to a mixture of acetic acid (330 mL) and acetic anhydride (110 mL) and heated up to 65° C. to obtain a homogeneous solution. Bromine (125 g) was dropwise added thereto in 40 minutes and stirred for further one hour. The reaction solution was poured into water (1 L) to obtain deposited crystals by filtration under reduced pressure. The dried crystals were ecrystallized from a mixed solution of ethanol (400 mL) and ethyl acetate (300 mL) to obtain colorless needle-shaped 2-bromo-7-acetoxyfluorene (69 g). The melting point of this compound was 130° C.

Workup

  1. customto obtain a homogeneous solution
  2. customto obtain
  3. filtrationby filtration under reduced pressure

Sources & evidence

ORD record
ord-15806a48208d480295fad10b3d68f6ab
Source dataset
uspto-grants-2004_11
Patent number
US06824709B2

Reaction notes

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