Acetone → HCID 13592264, compound

HRID 568995Notes

Reaction equation

HRID 568995 reaction equation
[OH:1][CH2:2][C:3]([CH2:12][OH:13])([CH2:8][N:9]=[N+:10]=[N-:11])[CH2:4][N:5]=[N+:6]=[N-:7].S(=O)(=O)(O)O.[OH-].[Ca+2].[OH-].[CH3:22][C:23]([CH3:25])=O>>[N:5]([CH2:4][C:3]1([CH2:8][N:9]=[N+:10]=[N-:11])[CH2:12][O:13][C:23]([CH3:25])([CH3:22])[O:1][CH2:2]1)=[N+:6]=[N-:7]

Participants

5

Reactant 4

HCID 180AcetoneHCID 1118Sulfuric AcidHCID 6093208Calcium HydroxideHCID 121709631,3-Propanediol, 2,2-bis(azidomethyl)-

Product 1

HCID 13592264HCID 13592264, compound

Procedure

1 mole of compound 1 was dissolved in 500 ml of dry acetone. After addition of 10 ml of concentrated sulfuric acid, the reaction mixture was stirred at room temperature for 2 hours. It was neutralized with calcium hydroxide and filtered and the filtrate and was concentrated to a syrup in vacuo. The crude product was further purified by column chromatography (eluting agent: chloroform/ethyl acetate 9:1).

Workup

  1. filtrationfiltered
  2. concentrationthe filtrate and was concentrated to a syrup in vacuo
  3. customThe crude product was further purified by column chromatography (eluting agent: chloroform/ethyl acetate 9:1)

Sources & evidence

ORD record
ord-38408e9fe9c341309b31f5c87b7d13c1
Source dataset
uspto-grants-1988_03
Patent number
US04730069

Reaction notes

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