Iodoethane → 1-ethylsulfanyl-4-fluorobenzene

HRID 930943Notes

Reaction equation

HRID 930943 reaction equation
[CH2:1](N(CC)CC)[CH3:2].[F:8][C:9]1[CH:14]=[CH:13][C:12]([SH:15])=[CH:11][CH:10]=1.ICC>O1CCCC1>[CH2:1]([S:15][C:12]1[CH:13]=[CH:14][C:9]([F:8])=[CH:10][CH:11]=1)[CH3:2]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 8471TriethylamineHCID 677894-Fluorothiophenol

Product 1

HCID 53241531-ethylsulfanyl-4-fluorobenzeneYield 78.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Triethylamine (5.44 mL, 39 mmol) was added to a solution of 4-fluorobenzenethiol (5 g, 39 mmol) and iodoethane (3.78 mL, 46.8 mmol) in tetrahydrofuran (50 mL). The resulting mixture was stirred at ambient temperature for 2 hours and then filtered. The filtrate was concentrated, triturated with hexane, and dried under vacuum to afford the title compound (4.8 g, 76%).

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated
  3. customtriturated with hexane
  4. customdried under vacuum

Sources & evidence

ORD record
ord-0ce757ef20e241cd926b024ce45c819f
Source dataset
uspto-grants-2016_03
Patent number
US09296741B2

Reaction notes

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