Water → HCID 10745467, compound

HRID 962479Notes

Reaction equation

HRID 962479 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([CH2:20][O:21][CH:22]([C:27]2[CH:32]=[C:31]([C:33]([F:36])([F:35])[F:34])[CH:30]=[C:29]([C:37]([F:40])([F:39])[F:38])[CH:28]=2)[C:23]([O:25]C)=[O:24])([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[K+].O>CO>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][C:11]([CH2:20][O:21][CH:22]([C:27]2[CH:32]=[C:31]([C:33]([F:35])([F:34])[F:36])[CH:30]=[C:29]([C:37]([F:40])([F:38])[F:39])[CH:28]=2)[C:23]([OH:25])=[O:24])([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 10626973HCID 10626973, compound

Product 1

HCID 10745467HCID 10745467, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of methyl 2-[1(-tert-butoxycarbonyl4-phenylpiperidin4-yl)methoxy]-2-(3,5-bis(trifluoromethyl)phenyl)acetate (11 g, 0.019 mol) in methanol (100 ml) at 0° C. was added potassium hydroxide (3.2 g, 5.7 mmol), followed by water (3 ml). The homogeneous solution was stirred at 0° C. for 1 hour. The methanol was removed in vacuo and pH4 buffer (100 ml) added to the residue. The product was extracted into diethyl ether (2×100 ml), the combined ethereal solutions dried (MgSO4), filtered and evaporated in vacuo. The resulting white foam was used without further purification.

Workup

  1. customThe methanol was removed in vacuo and pH4 buffer (100 ml)
  2. additionadded to the residue
  3. extractionThe product was extracted into diethyl ether (2×100 ml)
  4. dry with materialthe combined ethereal solutions dried (MgSO4)
  5. filtrationfiltered
  6. customevaporated in vacuo
  7. customThe resulting white foam was used without further purification

Sources & evidence

ORD record
ord-2cf1fd0fc13a46aca5a31b3a4b319e7c
Source dataset
uspto-grants-1998_06
Patent number
US05760018

Reaction notes

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