2,6-Dimethylphenol → HCID 86712043, compound

HRID 628742Notes

Reaction equation

HRID 628742 reaction equation
FC(F)(F)S([CH:6](S(C(F)(F)F)(=O)=O)[CH2:7][CH:8]([S:16]([C:19]([F:22])([F:21])[F:20])(=[O:18])=[O:17])[S:9]([C:12]([F:15])([F:14])[F:13])(=[O:11])=[O:10])(=O)=O.[C:32]1([OH:40])[C:33](C)=[CH:34][CH:35]=[CH:36][C:37]=1[CH3:38]>C(#N)C>[F:13][C:12]([F:15])([F:14])[S:9]([CH:8]([S:16]([C:19]([F:21])([F:20])[F:22])(=[O:17])=[O:18])[CH2:7][C:6]1[C:33]([CH3:34])=[C:32]([OH:40])[C:37]([CH3:38])=[CH:36][CH:35]=1)(=[O:10])=[O:11]

Participants

4

Reactant 2

HCID 113352,6-DimethylphenolHCID 204714221,1,3,3-Tetrakis(trifluoromethanesulfonyl)propane

Product 1

HCID 86712043HCID 86712043, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1,1,3,3-Tetrakis(trifluoromethylsulfonyl)propane [4] (143.2 mg, 0.25 mmol) was added to an acetonitrile (0.25 ml) solution of 2,6-xylenol (34.1 mg, 0.28 mmol) at room temperature. After 3 hours of stirring, the reaction solution was concentrated under a reduced pressure. An obtained residue was purified by Kugelrohr distillation (180-200° C./3 mmHg) thereby obtaining 4-(2,2-bis(trifluoromethylsulfonyl)ethyl-2,6-dimethylphenol [1d] with a yield of 94% (96.9 mg, 0.234 mmol). Further, recrystallization was performed thereby obtaining a colorless crystal from hexane.

Workup

  1. concentrationthe reaction solution was concentrated under a reduced pressure
  2. distillationAn obtained residue was purified by Kugelrohr distillation (180-200° C./3 mmHg)

Sources & evidence

ORD record
ord-72fe4bddb3fe4e2b93895c46db73736d
Source dataset
uspto-grants-2016_04
Patent number
US09314782B2

Reaction notes

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