Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → HCID 66669923, compound

HRID 1517914Notes

Reaction equation

HRID 1517914 reaction equation
[C:1]([O:9][C:10]1([CH2:13][CH2:14][O:15]C2CCCCO2)[CH2:12][CH2:11]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC1C=CC(S([O-])(=O)=O)=CC=1.C1C=C[NH+]=CC=1>CO>[C:1]([O:9][C:10]1([CH2:13][CH2:14][OH:15])[CH2:12][CH2:11]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 666699361-(2-(tetrahydro-2H-pyran-2-yloxy)ethyl)cyclopropyl benzoate

Product 1

HCID 66669923HCID 66669923, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a mixture of 1-(2-(tetrahydro-2H-pyran-2-yloxy)ethyl)cyclopropyl benzoate (690 mg, 2.38 mmol) in 20 mL of MeOH was added PPTS (896 mg, 3.57 mmol, Aldrich) at rt. The reaction mixture was stirred at rt overnight, then concentrated and purified by a silica gel column chromatography (4:1 (v/v) petroleum ether/EtOAc) to the title compound as light yellow oil (320 mg, 65%).

Workup

  1. concentrationconcentrated
  2. custompurified by a silica gel column chromatography (4:1 (v/v) petroleum ether/EtOAc) to the title compound as light yellow oil (320 mg, 65%)

Sources & evidence

ORD record
ord-a2381351198c4252864718db4a2dd1aa
Source dataset
uspto-grants-2012_07
Patent number
US08232294B2

Reaction notes

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