Sulfuryl chloride → HCID 53867701, compound

HRID 1945210Notes

Reaction equation

HRID 1945210 reaction equation
S(Cl)([Cl:4])(=O)=O.[CH2:6]([O:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[OH:20])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C1(C)C=CC=CC=1>[CH2:6]([O:13][C:14]1[CH:19]=[C:18]([Cl:4])[CH:17]=[CH:16][C:15]=1[OH:20])[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 804592-Benzyloxyphenol

Product 1

HCID 53867701HCID 53867701, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Sulfuryl chloride (0.965 ml) was added to a stirred solution of 2-(benzyloxy)phenol (2.0 g) in dry toluene (20 ml) at 0° C. The mixture was warmed to RT and stirred overnight then cooled to 0° C. and quenched with ice-water before extracting with ethylacetate. The organics were dried, evaporated under reduced pressure and the residue purified by chromatography on silica eluting with DCM/isohexane (1:1). Yield 1.5 g

Workup

  1. temperaturethen cooled to 0° C.
  2. customquenched with ice-water
  3. extractionbefore extracting with ethylacetate
  4. customThe organics were dried
  5. customevaporated under reduced pressure
  6. customthe residue purified by chromatography on silica eluting with DCM/isohexane (1:1)

Sources & evidence

ORD record
ord-2c10c8da755c427ca130f322a4f4cd9c
Source dataset
uspto-grants-2013_03
Patent number
US08394986B2

Reaction notes

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