Dimethyl Sulfate → HCID 14425305, compound

HRID 868616Notes

Reaction equation

HRID 868616 reaction equation
[CH3:1]OS(OC)(=O)=O.[OH:8][C:9]1[CH:17]=[CH:16][C:12]2[CH2:13][CH2:14][O:15][C:11]=2[CH:10]=1>[OH-].[Na+]>[CH3:1][O:8][C:9]1[CH:17]=[CH:16][C:12]2[CH2:13][CH2:14][O:15][C:11]=2[CH:10]=1

Participants

4

Reactant 2

HCID 6497Dimethyl Sulfate2×HCID 122365402,3-Dihydro-1-benzofuran-6-ol

Product 1

HCID 14425305HCID 14425305, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

Dimethylsulfate (35 ml) was added over a period of 3 hours to a stirred solution of 6-hydroxy-2,3-dihydrobenzofuran (12.0 g) dissolved in 200 ml of 10% sodium hydroxide. The solution was stirred for an additional 3 hours after dimethylsulfate addition was completed. The solution was then extracted with ether, the ether extracts combined, dried, and evaporated to give a residue which was distilled (140° C. at 0.5 mm) to yield 6-methoxy-2,3-dihydrobenzofuran.

Workup

  1. extractionThe solution was then extracted with ether
  2. customdried
  3. customevaporated
  4. customto give a residue which
  5. distillationwas distilled (140° C. at 0.5 mm)

Sources & evidence

ORD record
ord-5c1445aebca64bae96b40ea25ce296d5
Source dataset
uspto-grants-1988_10
Patent number
US04780480

Reaction notes

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