Oxalic Acid → Oxalic acid--4-(1-propylpiperidin-3-yl)-1,2-phenylene diacetate (1/1)

HRID 616038Notes

Reaction equation

HRID 616038 reaction equation
[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].[CH2:7]([N:10]1[CH2:15][CH2:14][CH2:13][CH:12]([C:16]2[CH:21]=[CH:20][C:19]([O:22][C:23](=[O:25])[CH3:24])=[C:18]([O:26][C:27](=[O:29])[CH3:28])[CH:17]=2)[CH2:11]1)[CH2:8][CH3:9]>C(O)(C)C>[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].[CH2:7]([N:10]1[CH2:15][CH2:14][CH2:13][CH:12]([C:16]2[CH:21]=[CH:20][C:19]([O:22][C:23](=[O:25])[CH3:24])=[C:18]([O:26][C:27](=[O:29])[CH3:28])[CH:17]=2)[CH2:11]1)[CH2:8][CH3:9]

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 3046378HCID 3046378, compound

Product 1

HCID 3046377Oxalic acid--4-(1-propylpiperidin-3-yl)-1,2-phenylene diacetate (1/1)Yield 93.6%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

A solution of 1.4 g of oxalic acid in 20 ml of isopropanol was added to a solution of 3.5 g of the product of Step A in 20 ml of isopropanol and the mixture was held at 0° C for a few hours and was then vacuum filtered. The crystals were washed with isopropanol and were crystallized from isopropanol to obtain 4.2 g of N-propyl-3-(3',4'-diacetoxyphenyl)-piperidine oxalate melting at 150° C.

Workup

  1. waitthe mixture was held at 0° C for a few hours
  2. filtrationvacuum filtered
  3. washThe crystals were washed with isopropanol
  4. customwere crystallized from isopropanol

Sources & evidence

ORD record
ord-3e4b7abfbafa426b99c445f940c178c8
Source dataset
uspto-grants-1978_02
Patent number
US04072685

Reaction notes

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