Triethylene Glycol → HCID 86743026, compound

HRID 1761979Notes

Reaction equation

HRID 1761979 reaction equation
[CH2:1]([OH:10])[CH2:2][O:3][CH2:4][CH2:5][O:6][CH2:7][CH2:8][OH:9].[N+:11]([C:14]1[CH:22]=[CH:21][C:17]([C:18](Cl)=[O:19])=[CH:16][CH:15]=1)([O-:13])=[O:12].[C:23](=[O:26])(O)[O-].[Na+]>>[N+:11]([C:14]1[CH:22]=[CH:21][C:17]([C:18]([C:1]([OH:10])([C:23](=[O:26])[C:17]2[CH:21]=[CH:22][C:14]([N+:11]([O-:13])=[O:12])=[CH:15][CH:16]=2)[CH2:2][O:3][CH2:4][CH2:5][O:6][CH2:7][CH2:8][OH:9])=[O:19])=[CH:16][CH:15]=1)([O-:13])=[O:12]

Participants

4

Reactant 3

HCID 8172Triethylene GlycolHCID 85024-Nitrobenzoyl chlorideHCID 516892Sodium Bicarbonate

Product 1

HCID 86743026HCID 86743026, compound

Procedure

Triethylene glycol (45 g, 0.3 mole) was treated with excess p-nitrobenzoyl chloride (116 g, 0.62 mole), following the general procedure outlined in Example 1, Part A. After treating with aqueous sodium bicarbonate to remove excess acid chloride, the product was recrystallized from ethyl acetate to give bis-(4-nitrobenzoyl)-triethylene glycol (115 g) as a pale yellow solid, m.p. 104°-105° C. The product was homogeneous by TLC.

Workup

  1. customto remove excess acid chloride
  2. customthe product was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-be7fbdf85a164ca8b56434f1656d92f6
Source dataset
uspto-grants-1989_05
Patent number
US04829099

Reaction notes

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