Oxalic Acid → HCID 67751427, compound

HRID 248839Notes

Reaction equation

HRID 248839 reaction equation
[CH3:1][C@@H:2]1[CH2:7][CH2:6][C@@H:5]([CH:8]([CH3:10])[CH3:9])[C@H:4]([O:11][CH2:12][CH2:13][N:14]([CH2:16][CH2:17][O:18][CH2:19][CH:20]([CH3:22])[CH3:21])[CH3:15])[CH2:3]1.[C:23]([OH:28])(=[O:27])[C:24]([OH:26])=[O:25].CCCCCC>CC(C)=O>[C:23]([OH:28])(=[O:27])[C:24]([OH:26])=[O:25].[CH3:1][C@@H:2]1[CH2:7][CH2:6][C@@H:5]([CH:8]([CH3:9])[CH3:10])[C@H:4]([O:11][CH2:12][CH2:13][N:14]([CH2:16][CH2:17][O:18][CH2:19][CH:20]([CH3:22])[CH3:21])[CH3:15])[CH2:3]1

Participants

5

Reactant 3

HCID 971Oxalic AcidHCID 8058HexaneHCID 57256989HCID 57256989, compound

Product 1

HCID 67751427HCID 67751427, compoundYield 89.6%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

1.7 g of N-[2-((1R,3R,4S)-1-methyl-4-isopropylcyclohex-3-yloxy)ethyl]-N-[2-(2,2 -dimethylethoxy)ethyl]-N-methylamine base were dissolved in 30 ml of acetone. A solution of 0.68 g of oxalic acid in 10 ml of acetone was added to the first solution. After addition of 10 ml of n-hexane, the mixture was evaporated under reduced pressure. The residue was taken up in 10 ml of 2-butanone and n-hexane was added dropwise until the mixture became turbid. 1.96 g of N-[2-((1R,3R,4S)-1-methyl-4-isopropylcyclohex-3-yloxy)ethyl]-N-[2-(2,2-dimethylethoxy)ethyl]-N-methylamine oxalate having a melting point of 113°-115° were obtained.

Workup

  1. customthe mixture was evaporated under reduced pressure
  2. additionn-hexane was added dropwise until the mixture

Sources & evidence

ORD record
ord-011b2dabd40847d0b5ec7f8c4e22b57b
Source dataset
uspto-grants-1993_05
Patent number
US05212173

Reaction notes

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