p-Toluenesulfonic acid → HCID 89580873, compound

HRID 1479774Notes

Reaction equation

HRID 1479774 reaction equation
O1CCCCC1[O:7][CH2:8][CH2:9][CH:10]([C:12]1[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][CH:13]=1)[CH3:11].C1(C)C=CC(S(O)(=O)=O)=CC=1>CO>[OH:7][CH2:8][CH2:9][CH:10]([C:12]1[CH:13]=[CH:14][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:20][CH:21]=1)[CH3:11]

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 89580683HCID 89580683, compound

Product 1

HCID 89580873HCID 89580873, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To the solution of methyl 4-(4-(tetrahydro-2H-pyran-2-yloxy)butan-2-yl)benzoate (501.8 mg 1.72 mmol) in methanol (60 mL) was added p-toluenesulfonic acid (592 mg, 3.44 mmol). the solution was stirred for 12 hours, then the solvent was remove and dissolved in dichloromethane (50 ml) and washed water, dried with sodium sulfate, concentrated to give methyl 4-(4-hydroxybutan-2-yl)benzoate (354 mg, 99%).

Workup

  1. customthe solvent was remove
  2. dissolutiondissolved in dichloromethane (50 ml)
  3. washwashed water
  4. dry with materialdried with sodium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-aacbe58e2ccc4079936916b77d3eef8e
Source dataset
uspto-grants-2016_08
Patent number
US09409865B2

Reaction notes

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