Trifluoroacetic acid → HCID 21832273, compound

HRID 1601881Notes

Reaction equation

HRID 1601881 reaction equation
[CH:1]1[C:14]2[CH:13]=[C:12]([CH:15]([C:17]3C4C(C5C=CC=C[C:29]=5[CH:30]=3)=CC=CC=4)O)[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.F[C:32](F)(F)[C:33](O)=O>C(Cl)Cl>[CH2:30]1[C:29]2[C:13]([C:14]3[CH:1]=[CH:2][CH:3]=[CH:4][C:5]=3[C:6]3[C:7]=2[CH:8]=[C:10]2[C:11]=3[C:33]3[CH:32]=[CH:7][CH:6]=[CH:5][C:4]=3[C:3]3[CH:2]=[CH:1][CH:14]=[CH:13][C:9]=32)=[CH:12][CH:15]=[CH:17]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 10981889HCID 10981889, compound

Product 1

HCID 21832273HCID 21832273, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Di-phenanthen-9-yl-methanol (24.5 g, 63 mmol) was suspended in CH2Cl2 (100 ml). Trifluoroacetic acid (40 mL) was added dropwise under an atmosphere of nitrogen over a period of 10 minutes, forming a yellow suspension. This was stirred at room temperature under nitrogen for 20 minutes after which time excess solvent was removed in vacuo. The resulting yellow solid was suspended in CH2Cl2 (100 mL) and reconcentrated (5 times). The residue was then washed with diethyl ether to give 1H-tetrabenzo[a,c,g,i]fluorene as a bright yellow solid (16.4 g, 45 mmol, 70%).

Workup

  1. customforming a yellow suspension
  2. customwas removed in vacuo
  3. washThe residue was then washed with diethyl ether

Sources & evidence

ORD record
ord-728dc15152fb4c95b7f2ba60f6aa41cf
Source dataset
uspto-grants-1999_11
Patent number
US05977400

Reaction notes

Loading…