Acetic Acid → HCID 23036351, compound

HRID 1709922Notes

Reaction equation

HRID 1709922 reaction equation
C([O:3][C:4](=[O:40])[C:5]([NH:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][CH2:17][N:18]2[CH2:23][CH2:22][CH:21]([C:24]([C:33]3[CH:38]=[CH:37][C:36]([F:39])=[CH:35][CH:34]=3)([C:26]3[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=3)[OH:25])[CH2:20][CH2:19]2)=[CH:10][CH:9]=1)=[O:6])C.C(=O)(O)[O-].[Na+].O.C(O)(=O)C>C(O)C>[F:39][C:36]1[CH:37]=[CH:38][C:33]([C:24]([C:26]2[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=2)([OH:25])[CH:21]2[CH2:22][CH2:23][N:18]([CH2:17][CH2:16][CH2:15][O:14][C:11]3[CH:12]=[CH:13][C:8]([NH:7][C:5](=[O:6])[C:4]([OH:40])=[O:3])=[CH:9][CH:10]=3)[CH2:19][CH2:20]2)=[CH:34][CH:35]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 516892Sodium BicarbonateHCID 44271647HCID 44271647, compound

Product 1

HCID 23036351HCID 23036351, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of [[4-[3-[4-[Bis(4-fluorophenyl)hydroxymethyl]-1-piperidinyl]propoxy]phenyl]amino]oxoacetic acid ethyl ester in 50 ml of ethanol is treated with 20 ml of a 2N sodium bicarbonate solution and the mixture is heated at reflux overnight. The mixture is cooled and poured into 500 ml of water containing 10 ml of acetic acid. The resulting solution is collected by filtration and dried to give the title compound.

Workup

  1. temperaturethe mixture is heated
  2. temperatureat reflux overnight
  3. temperatureThe mixture is cooled
  4. filtrationThe resulting solution is collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-32217eeb44484c5499f4ebcd9076464d
Source dataset
uspto-grants-1990_08
Patent number
US04950674

Reaction notes

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