Iodoethane → 1-ethylsulfanyl-4-fluorobenzene

HRID 633544Notes

Reaction equation

HRID 633544 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[CH:4][CH:3]=1.I[CH2:10][CH3:11].C(N(CC)CC)C>O1CCCC1>[CH2:10]([S:8][C:5]1[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=1)[CH3:11]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 8471TriethylamineHCID 677894-Fluorothiophenol

Product 1

HCID 53241531-ethylsulfanyl-4-fluorobenzeneYield 86.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 4-fluorobenzenethiol (10 g, 78 mmol) and iodoethane (7.57 mL, 94 mmol) in tetrahydrofuran (100 mL) was treated with triethylamine (13.05 mL, 94 mmol) at room temperature for 2 hours. The reaction mixture was filtered and the filtrate was concentrated, washed with hexane and dried under vacuum to provide the title compound (10.5 g, 81%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated
  3. washwashed with hexane
  4. customdried under vacuum

Sources & evidence

ORD record
ord-1309a4d0857c4acc9f67e667b6781eb7
Source dataset
uspto-grants-2016_04
Patent number
US09321764B2

Reaction notes

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