Water → 6-benzyloxy-2,2-dimethyl-2H-chromen

HRID 613436

Reaction equation

HRID 613436 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[O:15][C:14]([CH3:20])([CH3:19])[CH2:13][CH:12]2O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1.O>C1(C)C=CC=CC=1>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[O:15][C:14]([CH3:20])([CH3:19])[CH:13]=[CH:12]2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 108698276-Benzyloxy-2,2-dimethylchroman-4-ol

Product 1

HCID 109015466-benzyloxy-2,2-dimethyl-2H-chromenYield 84.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 9.6 g (33.8 mmol) of 6-benzyloxy-2,2-dimethylchroman-4-ol and 0.2 g of p-toluenesulfonic acid in 85 ml of toluene was heated under reflux on a water separator for 1 h. After cooling, the mixture was washed twice with sodium bicarbonate solution, dried over magnesium sulfate and concentrated i. vac., giving 7.6 g of 6-benzyloxy-2,2-dimethyl-2H-chromen.

Workup

  1. temperatureAfter cooling
  2. washthe mixture was washed twice with sodium bicarbonate solution
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated i

Sources & evidence

ORD record
ord-9a35112c0a6d4d98abb3bbe4701f6622
Source dataset
uspto-grants-1999_12
Patent number
US06008245

Linked notes

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