HCID 22177410, compound → HCID 22177416, compound

HRID 1797341Notes

Reaction equation

HRID 1797341 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:49]=[C:50]([N+:52]([O-:54])=[O:53])[CH:51]=1)[C:7]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][O:16][C:17](=[O:48])[C:18]1[CH:23]=[C:22]([O:24][C:25]([C:27]2([CH3:35])[CH2:32][O:31]C(C)(C)[O:29][CH2:28]2)=[O:26])[CH:21]=[C:20]([O:36][C:37]([C:39]2([CH3:47])[CH2:44][O:43]C(C)(C)[O:41][CH2:40]2)=[O:38])[CH:19]=1)=[O:8])([O-:3])=[O:2]>CO>[OH:31][CH2:32][C:27]([CH2:28][OH:29])([CH3:35])[C:25]([O:24][C:22]1[CH:23]=[C:18]([CH:19]=[C:20]([O:36][C:37](=[O:38])[C:39]([CH2:40][OH:41])([CH2:44][OH:43])[CH3:47])[CH:21]=1)[C:17]([O:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][O:9][C:7](=[O:8])[C:6]1[CH:49]=[C:50]([N+:52]([O-:54])=[O:53])[CH:51]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1)=[O:48])=[O:26]

Participants

3

Reactant 1

HCID 22177410HCID 22177410, compound

Product 1

HCID 22177416HCID 22177416, compoundYield 92.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.38 g (1.81 mmol) 6-({3,5-bis{[(2,2,5-trimethyl-1,3-dioxan-5-yl)carbonyl]oxy}benzoyl}oxy)hexyl 3,5-dinitrobenzoate was dissolved in 20 ml methanol. 0.50 g of Dowex 50Wx2 resin and the reaction mixture was stirred for 4 hours at room temperature. The Dowex resin was filtered off and washed with methanol. The filtrate was concentrated by rotary evaporation yielded 1.14 g (92%) 6-[(3,5-dinitrobenzoyl)oxy]hexyl 3,5-bis{[2,2-bis(hydroxymethyl)propanoyl]oxy}benzoate as a colorless viscous oil.

Workup

  1. filtrationThe Dowex resin was filtered off
  2. washwashed with methanol
  3. concentrationThe filtrate was concentrated by rotary evaporation

Sources & evidence

ORD record
ord-f3de13723d1940689de7bcaa622b60ff
Source dataset
uspto-grants-2006_04
Patent number
US07034098B2

Reaction notes

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