Potassium sodium tartarate → 4-Amino-1,2-bis(4-methoxyphenylmethyl)pyrazolidine

HRID 1458289Notes

Reaction equation

HRID 1458289 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][N:10]2[CH2:14][CH:13]([N+:15]([O-])=O)[CH2:12][N:11]2[CH2:18][C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=2)=[CH:5][CH:4]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].C(C(C(C([O-])=O)O)O)([O-])=O.[K+].[Na+]>>[NH2:15][CH:13]1[CH2:12][N:11]([CH2:18][C:19]2[CH:20]=[CH:21][C:22]([O:25][CH3:26])=[CH:23][CH:24]=2)[N:10]([CH2:9][C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)[CH2:14]1

Participants

4

Reactant 3

HCID 9855836Potassium sodium tartarateHCID 130762701,2-Bis(4-methoxyphenylmethyl)-4-nitropyrazolidineHCID 21226445Aluminium lithium hydride

Product 1

HCID 221019084-Amino-1,2-bis(4-methoxyphenylmethyl)pyrazolidineYield 99.2%

Procedure

To a solution of 1,2-bis(4-methoxyphenylmethyl)-4-nitropyrazolidine (0.88 g) in diethylether anhydride (20 ml) was gradually added lithium aluminum hydride (0.38 g) while being cooled with ice. After being refluxed with heating for two hours, the reaction liquid, with an aqueous sodium potassium tartrate solution added thereto, was extracted with ether. The extract was concentrated under a vacuum, thereby yielding 0.80 g of a raw product of the aimed compound.

Workup

  1. temperaturewhile being cooled with ice
  2. temperatureAfter being refluxed
  3. temperaturewith heating for two hours
  4. customthe reaction liquid
  5. extractionwas extracted with ether
  6. concentrationThe extract was concentrated under a vacuum

Sources & evidence

ORD record
ord-4a654cb091024471bd3b2a69e2b17eb2
Source dataset
uspto-grants-1998_12
Patent number
US05849930

Reaction notes

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