Methanol → HCID 59478710, compound

HRID 450795Notes

Reaction equation

HRID 450795 reaction equation
[C:1]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][N:14]=[C:13]([CH2:17][O:18]C2CCCCO2)[CH:12]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1.C(=O)([O-])O.[Na+]>C(Cl)(Cl)Cl>[C:1]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][N:14]=[C:13]([CH2:17][OH:18])[CH:12]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 516892Sodium BicarbonateHCID 59478856HCID 59478856, compound

Product 1

HCID 59478710HCID 59478710, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a mixture of 1266 mg of {2-[(tetrahydro-2H-pyrane-2-yloxy)methyl]pyridin-4-yl}methyl benzoate and 25 ml of methanol was added 1166 mg of pyridinium p-toluenesulfonate, followed by stirring for 2 hours. A saturated aqueous sodium hydrogen carbonate solution and chloroform were added thereto for extraction, and the organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure to obtain 941 mg of [2-(hydroxymethyl)pyridin-4-yl]methyl benzoate as an amorphous substance.

Workup

  1. extractionfor extraction
  2. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-e8dd940273aa4a89a9c649bc64b70f7e
Source dataset
uspto-grants-2013_07
Patent number
US08486970B2

Reaction notes

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