Oxalic Acid → HCID 68485633, compound

HRID 2407325Notes

Reaction equation

HRID 2407325 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][C@@H:2]1[CH2:11][N:12]1[CH2:17][CH2:16][CH2:15][C@H:14]([C:18]2[CH:19]=[C:20]([OH:24])[CH:21]=[CH:22][CH:23]=2)[CH2:13]1.[C:25]([OH:30])(=[O:29])[C:26]([OH:28])=[O:27]>C(O)(C)C>[C:25]([OH:30])(=[O:29])[C:26]([OH:28])=[O:27].[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][C@@H:2]1[CH2:11][N:12]1[CH2:17][CH2:16][CH2:15][C@H:14]([C:18]2[CH:19]=[C:20]([OH:24])[CH:21]=[CH:22][CH:23]=2)[CH2:13]1

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 251750011106938-11-7

Product 1

HCID 68485633HCID 68485633, compoundYield 92.2%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Conditions

Temperature
80 °C

Procedure

To a hot solution (70° C.) of (R*)-3-{1-[(S)-1-(2,3-dihydrobenzo[1,4]dioxin-2-yl)methyl]piperidin-3-yl}phenol (10 g, 30.7 mmol) in dry isopropyl alcohol (75 ml) a heated solution (70° C.) of oxalic acid (2.77 g, 30.7 mmol) in dry isopropyl alcohol (25 ml) was added. Precipitation was occurred and the mixture was heated up to 80° C. After one hour stirring it was slowly cooled to room temperature and stirred over night. The mixture was cooled to 0° C., stirred for two hours and the precipitate was filtered to give 11.76 g of the desired salt.

Workup

  1. customPrecipitation
  2. temperaturewas slowly cooled to room temperature
  3. stirringstirred over night
  4. temperatureThe mixture was cooled to 0° C.
  5. stirringstirred for two hours
  6. filtrationthe precipitate was filtered

Sources & evidence

ORD record
ord-82b970bc45b743d4ae43f057c91f97b8
Source dataset
uspto-grants-2014_08
Patent number
US08809536B2

Reaction notes

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