Methanol → HCID 22733853, compound

HRID 2084601Notes

Reaction equation

HRID 2084601 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-ea22eca66bb044c49b10165601c0d1d6
Source dataset
uspto-grants-2004_04
Patent number
US06716986B2

Reaction notes

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