Acetic Anhydride → HCID 86604276, compound

HRID 2109292Notes

Reaction equation

HRID 2109292 reaction equation
[CH3:1][O:2][C:3]1[C:8]([N+:9]([O-:11])=[O:10])=[CH:7][C:6]([C:12]([CH3:16])([CH3:15])[CH2:13][OH:14])=[CH:5][C:4]=1[N+:17]([O-:19])=[O:18].[C:20](OC(=O)C)(=[O:22])[CH3:21]>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH3:1][O:2][C:3]1[C:4]([N+:17]([O-:19])=[O:18])=[CH:5][C:6]([C:12]([CH3:16])([CH3:15])[CH2:13][O:14][C:20](=[O:22])[CH3:21])=[CH:7][C:8]=1[N+:9]([O-:11])=[O:10]

Participants

5

Reactant 2

HCID 7918Acetic AnhydrideHCID 21097259HCID 21097259, compound

Product 1

HCID 86604276HCID 86604276, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent2×

Procedure

2-(4-Methoxy-3,5-dinitro-phenyl)-2-methyl-propan-1-ol was dissolved in 5 mL of CH2Cl2. Acetic anhydride was added followed by DMAP. The mixture was stirred overnight, then diluted in 15 mL of CH2Cl2 and washed with 1 M NaSO4, saturated NaHCO3, and brine. The CH2Cl2 solution was then dried with Na2SO4, filtered, and concentrated to provide acetic acid 2-(4-methoxy-3,5-dinitro-phenyl)-2-methyl-propyl ester (628 mg) as a brown oil.

Workup

  1. washwashed with 1 M NaSO4, saturated NaHCO3, and brine
  2. dry with materialThe CH2Cl2 solution was then dried with Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-d511016bedca4edb98ff4ad92b29d120
Source dataset
uspto-grants-2009_04
Patent number
US07514458B2

Reaction notes

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