Triethylamine → HCID 59544861, compound

HRID 533348Notes

Reaction equation

HRID 533348 reaction equation
I[CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]([F:13])([F:12])[F:11])=[CH:6][CH:5]=1.C(N(CC)CC)C.[N+:21]([C:24]1[CH:29]=[CH:28][C:27]([SH:30])=[CH:26][CH:25]=1)([O-:23])=[O:22]>C1COCC1.CCOC(C)=O>[N+:21]([C:24]1[CH:29]=[CH:28][C:27]([S:30][CH2:2][CH2:3][C:4]2[CH:9]=[CH:8][C:7]([C:10]([F:13])([F:12])[F:11])=[CH:6][CH:5]=2)=[CH:26][CH:25]=1)([O-:23])=[O:22]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 158094-NitrobenzenethiolHCID 184025491-(2-Iodoethyl)-4-(trifluoromethyl)benzene

Product 1

HCID 59544861HCID 59544861, compoundYield 88.5%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 1-(2-iodo-ethyl)-4-trifluoromethyl-benzene (7.51 g, 25.0 mmol), triethylamine (3.84 mL, 27.5 mmol) in THF (100 mL) was added p-nitrothiophenol (4.85 g, 25.0 mmol). The reaction was stirred at room temperature for two days, diluted with EtOAc, washed with water, saturated NaHCO3, H2O, brine and dried over anhydrous sodium sulfate. The compound was purified on silica gel (hexane-EtOAc) to give 7.24 g of a yellow solid.

Workup

  1. washwashed with water, saturated NaHCO3, H2O, brine
  2. dry with materialdried over anhydrous sodium sulfate
  3. customThe compound was purified on silica gel (hexane-EtOAc)

Sources & evidence

ORD record
ord-90bc111252e64c358cd0a33948df7ef3
Source dataset
uspto-grants-2014_10
Patent number
US08853250B2

Reaction notes

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