Dimethyl Sulfate → HCID 21824013, compound

HRID 1655301Notes

Reaction equation

HRID 1655301 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[CH:11]=[C:10]([OH:15])[CH:9]=[CH:8]2)([CH3:4])([CH3:3])[CH3:2].[OH-].[K+].S(OC)(O[CH3:22])(=O)=O>O>[C:1]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[CH:11]=[C:10]([O:15][CH3:22])[CH:9]=[CH:8]2)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 6497Dimethyl SulfateHCID 14797Potassium HydroxideHCID 119589826-tert-butyl-2-naphthol

Product 1

HCID 21824013HCID 21824013, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a 2 L round bottomed flask was added 6-t-butyl-2-naphthol (30.67 g; 0.153 mmol) and 550 ml of 15% KOH in water. The solution was stirred while adding dimethyl sulfate (6.0 equiv.) dropwise over 30 min. After the addition was complete, the mixture was allowed to stir for 2 hrs. The solids were collected on a filter and washed with water to afford 28.97 g (88% yield) of the subtitle compound.

Workup

  1. additionAfter the addition
  2. stirringto stir for 2 hrs
  3. customThe solids were collected on
  4. filtrationa filter
  5. washwashed with water

Sources & evidence

ORD record
ord-9534a48978844611a459a912b082302b
Source dataset
uspto-grants-1993_10
Patent number
US05250539

Reaction notes

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