Methanol → HCID 22733853, compound

HRID 991564Notes

Reaction equation

HRID 991564 reaction equation
C([O:4][C:5]1[C:6]([O:31][CH3:32])=[C:7]([CH:11]([O:27][C:28](=[O:30])[CH3:29])[CH:12]2[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][C:20]3[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=3)[CH2:14][CH2:13]2)[CH:8]=[CH:9][CH:10]=1)(=O)C.C([O-])(O)=O.[Na+].CO>O>[F:26][C:23]1[CH:24]=[CH:25][C:20]([CH2:19][CH2:18][N:15]2[CH2:14][CH2:13][CH:12]([CH:11]([O:27][C:28](=[O:30])[CH3:29])[C:7]3[CH:8]=[CH:9][CH:10]=[C:5]([OH:4])[C:6]=3[O:31][CH3:32])[CH2:17][CH2:16]2)=[CH:21][CH:22]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 516892Sodium BicarbonateHCID 22733854HCID 22733854, compound

Product 1

HCID 22733853HCID 22733853, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Stir overnight a mixture of the acetic acid -(3-acetoxy-2-methoxy-phenyl)-{1-[2-(4-fluoro-phenyl)-ethyl]-piperidin-4-yl}-methyl ester, Example 1F (5.2 g, 1.1 mmol), NaHCO3 (11 g, 130 mmol), methanol (100 mL) and water (50 mL). Add water (100 mL) and dichloromethane (100 mL), and separate the layers. Extract the aqueous layer with dichloromethane (100 mL), and combine the organic layers. Dry over Na2SO4 and filter. Remove the solvent under vacuum and obtain 5.1 g of product.

Workup

  1. customAdd water (100 mL) and dichloromethane (100 mL), and separate the layers
  2. extractionExtract the aqueous layer with dichloromethane (100 mL)
  3. dry with materialDry over Na2SO4
  4. filtrationfilter
  5. customRemove the solvent under vacuum

Sources & evidence

ORD record
ord-15838b018b9a4ac6bf75eb071240855d
Source dataset
uspto-grants-2002_10
Patent number
US06465490B1

Reaction notes

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