Dimethyl Sulfate → HCID 13346382, compound

HRID 461413Notes

Reaction equation

HRID 461413 reaction equation
[OH:1][CH:2]=[CH:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[OH-].[Na+].S(OC)(O[CH3:17])(=O)=O>O>[CH3:17][O:1][CH:2]=[CH:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 6497Dimethyl SulfateHCID 14798Sodium HydroxideHCID 667588603-Phenylprop-1-en-1-ol

Product 1

HCID 13346382HCID 13346382, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

25 g of o-hydroxyallylbenzene was dissolved in 100 ml of water and to the mixture was added 8g of sodium hydroxide. To the resulting mixture was added dropwise 25.2 g of dimethyl sulfate over a period of about 2 hours, while maintaining the temperature at 5° - 10° C. The thus obtained mixture was heated with stirring at 80°- 100° C for approximately 30 minutes, and then the oil layer was separated. This layer was distilled under reduced pressure, there was obtained 22.3 g (yield 81%) of o-methoxyallylbenzene having a boiling point of 51° C/2 mmHg.

Workup

  1. temperaturewhile maintaining the temperature at 5° - 10° C
  2. temperatureThe thus obtained mixture was heated
  3. customthe oil layer was separated
  4. distillationThis layer was distilled under reduced pressure

Sources & evidence

ORD record
ord-fea2c969ed9a430c843304f3978d5048
Source dataset
uspto-grants-1977_12
Patent number
US04062862

Reaction notes

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