Hydrochloric Acid → HCID 58769453, compound

HRID 1751338Notes

Reaction equation

HRID 1751338 reaction equation
[CH:1]1[C:18]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]3[C:6](=[CH:7][CH:8]=[C:9]([OH:19])[CH:10]=3)[C:5]=2[CH:4]=[CH:3][C:2]=1[OH:20].[O:21](S(C(F)(F)F)(=O)=O)[S:22]([C:25]([F:28])([F:27])[F:26])(=O)=[O:23].Cl>C(Cl)Cl.N1C=CC=CC=1>[F:26][C:25]([F:28])([F:27])[S:22]([O:20][C:2]1[CH:3]=[CH:4][C:5]2[C:6]3[C:11](=[CH:10][C:9]([O:19][S:22]([C:25]([F:26])([F:27])[F:28])(=[O:21])=[O:23])=[CH:8][CH:7]=3)[C:12]3[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:18]=2[CH:1]=1)(=[O:23])=[O:21]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 67749Trifluoromethanesulfonic anhydrideHCID 58078296HCID 58078296, compound

Product 1

HCID 58769453HCID 58769453, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

Triphenylene-2,7-diol (314 mg, 1.2 mmol) was dissolved in DCM (13 mL) and pyridine (1 mL). The solution was cooled to 0° C. and Tf2O (0.48 mL, 2.65 mmol) was added dropwise. After stirring for 2 h, the reaction mixture was poured into HCl (1N) and extracted with DCM. The organic layer was washed with brine, dried over MgSO4, and concentrated. Taken on crude.

Workup

  1. extractionextracted with DCM
  2. washThe organic layer was washed with brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-a4ebdbe75b90493194e3953665960ac7
Source dataset
uspto-grants-2015_10
Patent number
US09156823B2

Reaction notes

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