Benzyl Chloride → HCID 11543171, compound

HRID 366893Notes

Reaction equation

HRID 366893 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[SH:9].CC(C)([O-])C.[K+].[CH2:16](Cl)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>O1CCCC1>[CH2:16]([S:9][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[O:2][CH3:1])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

5

Procedure

A solution of 25.0 g (178 mmol) of 2-methoxythiophenol in 50 mL of dry tetrahydrofuran was added dropwise to a mixture of 22.0 g (196 mmol) of potassium t-butoxide and 100 mL of tetrahydrofuran at 0° C. with stirring. A solution of 25 mL (214 mmol) of benzyl chloride in 50 mL of tetrahydrofuran was added to this with stirring and cooling and the mixture was then allowed to warm to ambient temperature and was stirred for 18 hours. The resulting mixture was concentrated by evaporation under reduced pressure and the residue was diluted with 300 mL of dichloromethane. The solution obtained was washed with water, dried over magnesium sulfate, and concentrated by evaporation under reduced pressure. The residue was the title compound, a white solid melting at 69-70° C.

Workup

  1. stirringthis with stirring
  2. temperaturecooling
  3. stirringwas stirred for 18 hours
  4. concentrationThe resulting mixture was concentrated by evaporation under reduced pressure
  5. additionthe residue was diluted with 300 mL of dichloromethane
  6. customThe solution obtained
  7. washwas washed with water
  8. dry with materialdried over magnesium sulfate
  9. concentrationconcentrated by evaporation under reduced pressure

Sources & evidence

ORD record
ord-d4d361e034e34b3cb6d53179910c3f2a
Source dataset
uspto-grants-2000_10
Patent number
US06130335

Reaction notes

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