Water → HCID 58683723, compound

HRID 1991078Notes

Reaction equation

HRID 1991078 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([OH:9])[CH:6]=[CH:7]C=1.S(Cl)(Cl)(=O)=O.O.[CH2:16]([Cl:18])Cl.[CH:19](Cl)(Cl)Cl>>[Cl:18][C:16]1[CH:7]=[CH:6][C:5]([OH:9])=[CH:4][C:3]=1[O:2][CH2:1][CH3:19]

Participants

6

Reactant 5

HCID 962WaterHCID 6212ChloroformHCID 6344DichloromethaneHCID 90073-MethoxyphenolHCID 24648Sulfuryl chloride

Product 1

HCID 58683723HCID 58683723, compoundYield 39%

Conditions

Temperature
0 °C

Procedure

3-Methoxyphenol (14.9 g, 120.0 mmol) was dissolved in 60 ml chloroform. At 0° C. 17.12 g (126.0 mmol) sulfurylchloride were added dropwise over 1 hour. After 2 hours stirring at 0° C. 100 ml water and 50 ml DCM were added. The organic layer was separated and washed with water and saturated sodium chloride solution. The title compound was purified by chromatography (SiO2, ethyl acetate/c-hexane 2/8) and was isolated as a yellow liquid (7.50 g, 39%)

Workup

  1. customAt 0° C
  2. customThe organic layer was separated
  3. washwashed with water and saturated sodium chloride solution
  4. customThe title compound was purified by chromatography (SiO2, ethyl acetate/c-hexane 2/8)

Sources & evidence

ORD record
ord-3a58933bea534b41bc1a62e7fe2cbfff
Source dataset
uspto-grants-2010_01
Patent number
US07645760B2

Reaction notes

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