HCID 11819716, compound → HCID 10441741, compound

HRID 1608704Notes

Reaction equation

HRID 1608704 reaction equation
[N:1]([CH2:4][C@@H:5]1[C@@H:9]([CH2:10][N:11]=[N+]=[N-])[O:8][CH2:7][O:6]1)=[N+]=[N-]>C(O)C.[Pd]>[NH2:1][CH2:4][C@@H:5]1[C@@H:9]([CH2:10][NH2:11])[O:8][CH2:7][O:6]1

Participants

4

Reactant 1

HCID 11819716HCID 11819716, compound

Product 1

HCID 10441741HCID 10441741, compoundYield 97.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of (4R,5R)-4,5-bis(azidomethyl)-1,3-dioxolane (1.93 g, 10.5 mmol) in ethanol (20 ml) was hydrogenated in the presence of 10% palladium on activated carbon (0.2 g) at 50 psi at 40° C. for 2 hours. The reaction mixture was filtered through a pad of celite and evaporated to dryness under a reduced pressure to give 1.35 g of (4R,5R)-4,5-bis(aminomethyl)-1,3-dioxolane as a colorless oil.

Workup

  1. filtrationThe reaction mixture was filtered through a pad of celite
  2. customevaporated to dryness under a reduced pressure

Sources & evidence

ORD record
ord-d40f6a3b300648ddbc57024bf146ff2d
Source dataset
uspto-grants-1995_03
Patent number
US05395947

Reaction notes

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