Acetic Acid → HCID 14368484, compound

HRID 1762206Notes

Reaction equation

HRID 1762206 reaction equation
[C:1]([O:4][CH2:5][C:6]1[C:11]([N+:12]([O-])=O)=[CH:10][CH:9]=[CH:8][C:7]=1[N+:15]([O-])=O)(=[O:3])[CH3:2].[C:18]([OH:21])(=O)[CH3:19].[C:22](OC(=O)C)(=[O:24])[CH3:23]>[H][H]>[C:1]([O:4][CH2:5][C:6]1[C:11]([NH:12][C:22](=[O:24])[CH3:23])=[CH:10][CH:9]=[CH:8][C:7]=1[NH:15][C:18](=[O:21])[CH3:19])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 7918Acetic AnhydrideHCID 20042515HCID 20042515, compound

Product 1

HCID 14368484HCID 14368484, compound

Reagents, catalysts & solvents 1

HCID 178418361HCID 178418361, compoundSolvent2×

Procedure

A mixture of 2,6-dinitrobenzyl acetate (0.56 g), platinic oxide (73 mg), acetic acid (6 ml) and acetic anhydride (6 ml) was stirred in hydrogen gas at room temperature until the theoretical amount of hydrogen gas had been absorbed. The catalyst was removed by filtration and the filtrate was evaporated under reduced pressure. The resultant residue was subjected to column chromatography on silica gel (18 g) and eluted with a mixture of chloroform and methanol (100:3) to give 2,6-di(acetamido)benzyl acetate (0.45 g).

Workup

  1. customhad been absorbed
  2. customThe catalyst was removed by filtration
  3. customthe filtrate was evaporated under reduced pressure
  4. washeluted with a mixture of chloroform and methanol (100:3)

Sources & evidence

ORD record
ord-f02323e697844f6ea8da586a91776480
Source dataset
uspto-grants-1989_05
Patent number
US04831041

Reaction notes

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