Acetic Acid → 1-acetoxyethyl p-nitrophenyl carbonate

HRID 1600145Notes

Reaction equation

HRID 1600145 reaction equation
[C:1](=[O:16])([O:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=1)[O:2][CH:3](Cl)[CH3:4].[C:17]([OH:20])(=[O:19])[CH3:18]>>[C:1](=[O:16])([O:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=1)[O:2][CH:3]([O:20][C:17](=[O:19])[CH3:18])[CH3:4]

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 105383541-chloroethyl (4-nitrophenyl) Carbonate

Product 1

HCID 117805601-acetoxyethyl p-nitrophenyl carbonate

Procedure

To a solution of 10.0 g of product from Example 317 in 250 ml of acetic acid is added 15.0 g mercuric acetate. The mixture is stirred at room temperature for 22 hours, concentrated in vacuo, and purified by chromatography (Silica gel: methylene chloride -5% methyl alcohol/methylene chloride) to give 7.5 g of the desired product.

Workup

  1. concentrationconcentrated in vacuo
  2. custompurified by chromatography (Silica gel: methylene chloride -5% methyl alcohol/methylene chloride)

Sources & evidence

ORD record
ord-08996550515543d2829925ed666e09bf
Source dataset
uspto-grants-1998_04
Patent number
US05744465

Reaction notes

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