Trifluoromethanesulfonic anhydride → HCID 11748402, compound

HRID 2173249Notes

Reaction equation

HRID 2173249 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][CH2:6][C:7]2=[O:12].[O:13](S(C(F)(F)F)(=O)=O)[S:14]([C:17]([F:20])([F:19])[F:18])(=O)=[O:15]>N1C=CC=CC=1>[F:18][C:17]([F:20])([F:19])[S:14]([O:1][C:2]1[C:3]2[CH2:4][CH2:5][CH2:6][C:7](=[O:12])[C:8]=2[CH:9]=[CH:10][CH:11]=1)(=[O:15])=[O:13]

Participants

4

Reactant 2

HCID 67749Trifluoromethanesulfonic anhydrideHCID 1199215-Hydroxy-1-tetralone

Product 1

HCID 11748402HCID 11748402, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 5-hydroxy-3,4-dihydronaphthalen-1(2H)-one (5 g, 30.8 mmol) in 30 mL of dry pyridine was cooled to −5° C. and Tf2O (10.4 g, 36.96 mmol) was added dropwise. The reaction was warmed to ambient temperaure slowly and stirred over night. Pyridine was distilled off under reduce pressure, and the residue was purified with silica gel cloumn chromatography to give 5-oxo-5,6,7,8-tetrahydronaphthalen-1-yl trifluoromethanesulfonate.

Workup

  1. temperatureThe reaction was warmed
  2. distillationPyridine was distilled off
  3. customthe residue was purified with silica gel cloumn chromatography

Sources & evidence

ORD record
ord-215ccc396bb7471f9b01d430ba957d86
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

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